CN1185932C - Bialkyl quaternary ammonium salt bactericide and algicide, its preparation and application - Google Patents
Bialkyl quaternary ammonium salt bactericide and algicide, its preparation and application Download PDFInfo
- Publication number
- CN1185932C CN1185932C CNB011443340A CN01144334A CN1185932C CN 1185932 C CN1185932 C CN 1185932C CN B011443340 A CNB011443340 A CN B011443340A CN 01144334 A CN01144334 A CN 01144334A CN 1185932 C CN1185932 C CN 1185932C
- Authority
- CN
- China
- Prior art keywords
- quaternary ammonium
- ammonium salt
- algicide
- bialkyl
- water
- 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
Links
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The present invention relates to a method for preparing a sterilizing algae killing agent of double-alkyl quaternary ammonium salt and an application thereof. The present invention has the technical scheme that tertiary amine, hydrobromic ether and water are simultaneously added in a reactor for temperature reaction when the double-alkyl quaternary ammonium salt is prepared, the sterilizing algae killing agent of double-alkyl quaternary ammonium salt is obtained; or the tertiary amine (or halogenated hydrocarbon) and water are put in a reaction container for temperature rise, the halogenated hydrocarbon (or the tertiary amine) is added for reaction, and the sterilizing algae killing agent of double-alkyl quaternary ammonium salt is obtained; the present invention is characterized in that the amount of adding water is 30 to 45 wt % of the total weight of raw material. The quaternary ammonium salt water solution prepared by the method is a solution having the advantages of uniformity, stability, transparence and no delamination. The obtained products have superior property of sterilizing and killing algae and can be used as the sterilizing algae killing agent for processing circulated cooling water.
Description
Technical field
The present invention relates to a kind of bialkyl quaternary ammonium salt bactericide and algicide, its preparation method and application thereof, more particularly, the present invention relates in a molecule, contain simultaneously quaternary ammonium salt bactericide algicide, its preparation method and the application thereof of 2 long alkyl chain length.
Technical background
In recirculating cooling water system, bacterium and algae grows reach is usually grown and can be brought hidden danger to safety in production by its foundry loam that causes.Adding an amount of Biocidal algae-killing agent with control bacterium and algae grows in recirculated cooling water, is to address the above problem the most direct, effective method.At present, Biocidal algae-killing agent commonly used both at home and abroad can be divided into oxidized form and non-oxide type two classes usually.The oxidized form Biocidal algae-killing agent mainly comprises chlorine, DCCNa, TCCA (Trichloroisocyanuric acid), chlorine dioxide, organic bromine etc.Non-oxide type Biocidal algae-killing agent mainly comprises quaternary ammonium salt and isothiazolinone such as dodecyl benzyl dimethyl ammonium chloride (abbreviation 1227, benzalkonium chloride), dodecyl dimethyl benzyl ammonium bromide (abbreviation benzalkonium bromide), myristyl dimethyl benzyl ammonium chloride (being called for short 1427), tetradecyl dimethyl benzyl ammonium.Five, the sixties, some countries in the U.S. and West Europe are applied to obtain in the recirculating cooling water system good effect with zephiran as Biocidal algae-killing agent.Along with improving constantly that water technology requires, the weak point of these biocides also shows gradually, is in particular in following three aspects:
(1) duration of efficacy is shorter, and generally bacterium just returns to the starter bacteria number about 24 hours, and biocide only plays impact sterilization and the foundry loam of moment and peels off effect;
(2) because bacterium adapts to for a long time to environment and medicament, its genetic material is changed, thereby these biocides have been produced pesticide resistance, the valid density that quaternary ammonium salt commonly used uses in recirculated cooling water is 40-100mg/L;
(3) the quaternary ammonium salt biocide that is used for recirculated cooling water at present is mainly cationic, functional group is positively charged, at electronegative material (as: organic matters such as dust, greasy dirt and dirt dispersion agent) when existing, biocide easily is adsorbed and consumes, make its active reduction, influence its absorption, and reduced the sterilization algae removal effect electronegative cell.
Be used for the sterilization of recirculating cooling water system from quaternary ammonium salt after, have been found that many quaternary ammonium salts that are used for the recirculating cooling water system sterilization at present.In the art, everybody notices that the variation of the substituted radical of these quaternary ammonium salts has a significant impact its bactericidal property, and still, various substituting groups must come to determine to the influence of its bactericidal property by experiment.Therefore, comprise the very wide general formula of many quaternary ammonium salts, can not think that actual fabrication has gone out disclosed all quaternary ammonium salts of general formula, and estimated their bactericidal properties recirculating cooling water system although in prior art, disclose some.
US4857209 discloses a kind of method of controlling invertebrate in the fresh water system, be characterized in described fresh water system, adding water-soluble zephiran, wherein being distributed as of positive alkyl in the zephiran: about 40%C
12, about 50%C
14With 10% C
16, described fresh water system is a cooling water system.
US4444790 discloses a class quaternary ammonium salt bactericide, its general formula be (decyl) (R)
2N (positive decyl) X, wherein said R is the alkyl of carbon number 1-4, and decyl is the mixture that contains the branched alkyl of one-level of 10 carbon atoms, and X is a halogen etc.
JP10-277560A discloses the method that prevents body refuse absorption in a kind of cooled with seawater water system, is characterized in adding quaternary ammonium salt bactericide earlier in the cooled with seawater water system, again to the hydrogen peroxide that wherein adds the 0.01-0.5 mg/litre.
The preparation method that the quaternary ammonium salt Biocidal algae-killing agent is commonly used is: tertiary amine, bromo-hydrocarbons and water are added temperature reaction in the reactor simultaneously, obtain the quaternary ammonium salt bactericide algicide; Perhaps tertiary amine (or halogenated hydrocarbons) and water are put into reaction vessel, heat up, drip halogenated hydrocarbons (or tertiary amine) again, reaction obtains the quaternary ammonium salt bactericide algicide.
Summary of the invention
The object of the present invention is to provide a kind of bialkyl quaternary ammonium salt bactericide and algicide, this Biocidal algae-killing agent has advantages such as dosage is low, sterilization longer duration, pH is applied widely, addition method is easy.
Another object of the present invention is to provide a kind of preparation method of bialkyl quaternary ammonium salt bactericide and algicide, and the aqueous solution of the quaternary ammonium salt that this method obtains is homogeneous, stable, transparent, not stratified solution, can be directly as the medicament of circulation.
A further object of the present invention is dialkyl quaternary ammonium salt is applied to water treatment.
The present invention relates to a kind of bialkyl quaternary ammonium salt bactericide and algicide, its characteristics are for to contain two long alkyl chain length simultaneously in a molecule, and its general formula is: R
1(R
3)
2NR
2X, wherein R
1With R
2Difference, R
1Be dodecyl, myristyl or cetyl, R
2Be octyl or decyl, R
3For carbon number is the alkyl of 1-4, X is a chlorine or bromine.
The preferred R of quaternary ammonium salt of the present invention
1Be dodecyl, R
2Be decyl, R
3For carbon number is the alkyl of 1-4, X is a chlorine or bromine; R
1Be myristyl, R
2Be octyl group, R
3For carbon number is the alkyl of 1-4, X is a chlorine or bromine; R
1Be myristyl, R
2Be decyl, R
3For carbon number is the alkyl of 1-4, X is a chlorine or bromine; R
1Be cetyl, R
2Be octyl group, R
3For carbon number is the alkyl of 1-4, X is a chlorine or bromine.
R of the present invention
3Be preferably methyl; Described X is preferably bromine.
The most preferably following four kinds of quaternary ammonium salts of the present invention: dodecyl dimethyl decyl ammonium bromide, myristyl dimethyl octyl group ammonium bromide, myristyl dimethyl decyl ammonium bromide and hexadecyldimethyl benzyl ammonium octyl group ammonium bromide.
The present invention also provides a kind of preparation method of bialkyl quaternary ammonium salt bactericide and algicide, is characterized in tertiary amine, bromo-hydrocarbons and water are added temperature reaction in the reactor simultaneously, obtains the quaternary ammonium salt bactericide algicide; Perhaps tertiary amine (or halogenated hydrocarbons) and water are put into reaction vessel, heat up, drip halogenated hydrocarbons (or tertiary amine) reaction again, obtain the quaternary ammonium salt bactericide algicide, the dosage that it is characterized in that water is 30～45wt.% of raw material gross weight.
When the inventor finds with water as the solvent of product, the dosage of water has a best to add scope, so that products obtained therefrom is homogeneous, stable, transparent, not stratified solution, the aqueous solution of the quaternary ammonium salt that obtains like this can be without further processing and directly as the medicament of circulation.If the dosage of water is in above-mentioned scope, then product muddiness, layering also needs further to handle making it form the medicament that could be used as circulation behind homogeneous, stable, transparent, the not stratified solution, influence its sterilization algae removal performance as if direct application meeting.
The mole proportioning of raw material of the present invention is: tertiary amine/bromo-hydrocarbons=(1.7～0.8)/1.
Preparation method's of the present invention reaction temperature is 40～105 ℃; Reaction time is 2～12 hours.
Bialkyl quaternary ammonium salt bactericide and algicide of the present invention can be used for recirculating cooling water system bacterium and algae control.Its valid density in recirculated cooling water is 2-30mg/L.
When bialkyl quaternary ammonium salt bactericide and algicide of the present invention is used for circulation bacterium and algae control, have advantages such as dosage is low, sterilization longer duration, pH is applied widely, addition method is easy.
The preparation method of dialkyl quaternary ammonium salt of the present invention can directly obtain homogeneous, stable, transparent, not stratified solution, and the aqueous solution of the quaternary ammonium salt of gained can be without further processing and directly as the medicament of circulation.
Embodiment
The following examples will help to illustrate the present invention, but not limit to its scope.
Resulting quaternary ammonium salt adopts the assay method (tetraphenylboron sodium method) of active quantities in the professional standard HG/T 2230-90 of the People's Republic of China (PRC) dodecyl benzyl dimethyl ammonium chloride to measure among the following embodiment, and the molecular weight that just molecular weight of dodecyl benzyl dimethyl ammonium chloride is changed to corresponding quaternary ammonium salt when calculating gets final product.
Embodiment 1
In being housed, four neck flasks of agitator, reflux condenser and thermometer add 0.25mol 14 tertiary amines, 0.25mol n-octane bromide and 75mL water, be warming up to 90 ℃, keep 90～100 ℃ of reactions of temperature 6h, get myristyl dimethyl octyl group bromize ammonium solution 178 grams, gained solution homogeneous, stable, transparent, not stratified, wherein the content of myristyl dimethyl octyl group ammonium bromide is 60.53%, and the yield of myristyl dimethyl octyl group ammonium bromide is 99.3%.
Embodiment 2
In being housed, four neck flasks of agitator, reflux condenser and thermometer add 0.25mol 16 tertiary amines, 0.25mol n-octane bromide and 68mL water, be warming up to 90 ℃, keep 90～100 ℃ of reactions of temperature 4h, get hexadecyldimethyl benzyl ammonium octyl group bromize ammonium solution 177 grams, gained solution homogeneous, stable, transparent, not stratified, wherein the content of hexadecyldimethyl benzyl ammonium octyl group ammonium bromide is 64.11%, and the yield of hexadecyldimethyl benzyl ammonium octyl group ammonium bromide is 99.1%.
Embodiment 3
In being housed, four neck flasks of agitator, reflux condenser and thermometer add 0.25mol 14 tertiary amines, 0.25mol bromo n-decane and 75mL water, be warming up to 90 ℃, keep 90～100 ℃ of reactions of temperature 8h, get myristyl dimethyl decyl bromize ammonium solution 184 grams, gained solution homogeneous, stable, transparent, not stratified, wherein the content of myristyl dimethyl decyl ammonium bromide is 61.92%, and the yield of myristyl dimethyl decyl ammonium bromide is 99.5%.
Embodiment 4
In being housed, four neck flasks of agitator, reflux condenser and thermometer add 0.25mol 12 tertiary amines, 0.25mol bromo n-decane and 70mL water, be warming up to 90 ℃, keep 90～100 ℃ of reactions of temperature 10h, get dodecyl dimethyl decyl bromize ammonium solution 174 grams, gained solution homogeneous, stable, transparent, not stratified, wherein the content of dodecyl dimethyl decyl ammonium bromide is 61.92%, and the yield of dodecyl dimethyl decyl ammonium bromide is 99.3%.
Embodiment 5
The water that adds 0.25mol 14 tertiary amines and 90ml in the four-hole boiling flask that agitator, reflux condenser, constant pressure funnel and thermometer are housed, heating is also stirred.Be warming up to 60 ℃, in bottle, slowly drip the 0.25mol n-octane bromide, slowly heat up in the dropping process.Treat that n-octane bromide dropwises, continue to be warming up to 90 ℃, keep 90～100 ℃ of reactions of temperature 3h, get myristyl dimethyl octyl group bromize ammonium solution 193 grams, gained solution homogeneous, stable, transparent, not stratified, wherein the content of myristyl dimethyl octyl group ammonium bromide is 55.77%, and the yield of myristyl dimethyl octyl group ammonium bromide is 99.2%.
Embodiment 6
Add 0.25mol 16 tertiary amines and 70ml water in the four-hole boiling flask that agitator, reflux condenser, constant pressure funnel and thermometer are housed, heating is also stirred.Be warming up to 60 ℃, in bottle, slowly drip the 0.25mol n-octane bromide, slowly heat up in the dropping process.Treat that n-octane bromide dropwises, continue to be warming up to 90 ℃, keep 90～100 ℃ of reactions of temperature 5h, get hexadecyldimethyl benzyl ammonium octyl group bromize ammonium solution 178 grams, gained solution homogeneous, stable, transparent, not stratified, wherein the content of hexadecyldimethyl benzyl ammonium octyl group ammonium bromide is 63.68%, and the yield of hexadecyldimethyl benzyl ammonium octyl group ammonium bromide is 99.0%.
Embodiment 7
Add 0.25mol 14 tertiary amines and 75ml water in the four-hole boiling flask that agitator, reflux condenser, constant pressure funnel and thermometer are housed, heating is also stirred.Be warming up to 60 ℃, in bottle, slowly drip 0.25mol bromo n-decane, slowly heat up in the dropping process.Treat that the bromo n-decane dropwises, continue to be warming up to 90 ℃, keep 90～100 ℃ of reactions of temperature 7h, get myristyl dimethyl decyl bromize ammonium solution 183 grams, gained solution homogeneous, stable, transparent, not stratified, wherein the content of myristyl dimethyl decyl ammonium bromide is 62.07%, and the yield of myristyl dimethyl decyl ammonium bromide is 99.2%.
Embodiment 8
Add 0.25mol 12 tertiary amines and 80ml water in the four-hole boiling flask that agitator, reflux condenser, constant pressure funnel and thermometer are housed, heating is also stirred.Be warming up to 60 ℃, in bottle, slowly drip 0.25mol bromo n-decane, slowly heat up in the dropping process.Treat that the bromo n-decane dropwises, continue to be warming up to 90 ℃, keep 90～100 ℃ of reactions of temperature 9h, get dodecyl dimethyl decyl bromize ammonium solution 184 grams, gained solution homogeneous, stable, transparent, not stratified, wherein the content of dodecyl dimethyl decyl ammonium bromide is 58.44%, and the yield of dodecyl dimethyl decyl ammonium bromide is 99.1%.
Comparative Examples 1
Add 0.25mol 14 tertiary amines and 110ml water in the four-hole boiling flask that agitator, reflux condenser, constant pressure funnel and thermometer are housed, heating is also stirred.Be warming up to 60 ℃, in bottle, slowly drip the 0.25mol n-octane bromide, slowly heat up in the dropping process.Treat that n-octane bromide dropwises, continue to be warming up to 90 ℃, keep 90～100 ℃ of reactions of temperature 6h, get myristyl dimethyl octyl group bromize ammonium solution, gained solution is opaque, becomes oily, layering.
Comparative Examples 2
Add 0.25mol 14 tertiary amines and 30ml water in the four-hole boiling flask that agitator, reflux condenser, constant pressure funnel and thermometer are housed, heating is also stirred.Be warming up to 60 ℃, in bottle, slowly drip the 0.25mol n-octane bromide, slowly heat up in the dropping process.Treat that n-octane bromide dropwises, continue to be warming up to 90 ℃, keep 90～100 ℃ of reactions of temperature 5h, get myristyl dimethyl octyl group bromize ammonium solution, gained solution is opaque, becomes oily, layering.
Embodiment 9
The aqueous solution and other quaternary ammonium salt bactericide algicide commonly used of the dialkyl quaternary ammonium salt dodecyl dimethyl decyl ammonium bromide that obtains with embodiment 1-4, myristyl dimethyl octyl group ammonium bromide, myristyl dimethyl decyl ammonium bromide, hexadecyldimethyl benzyl ammonium octyl group ammonium bromide carry out the sterilization algae removal performance test, and result of the test is listed in the table below.Its sterilization, algae removal performance assessment method are as follows:
The bactericidal property assessment method is: in the liquid nutrient medium of heterotroph, iron bacteria and sulfate reducing bacteria, inoculate running water (medium: running water (volume ratio)=20: 1) respectively, respectively at 1 day (heterotroph) of enrichment culture in 30 ℃ of incubators, 14 days (iron bacteria) and 21 days (sulfate reducing bacteria), and distinguish continuous transferred species 3 times, this culture fluid is an original strain.Dilute original strain with running water, obtain bacterium liquid after fully mixing, the bacterium liquid of getting 200ml heterotroph, iron bacteria respectively is sub-packed in the triangular flask of 500ml, add certain density Biocidal algae-killing agent, place 30 ℃ of incubators, in certain intervals sampling monitoring bacterial population, make blank sample simultaneously, and calculate sterilizing rate; Add certain density Biocidal algae-killing agent, the bacterium liquid that adds sulfate reducing bacteria again makes it be full of the 150ml triangular flask, and other condition and computational methods are the same.
The algae removal performance assessment method: it is purebred in running water to get scenedemine, adds certain density Biocidal algae-killing agent, places evening by the 40w fluorescent lamp, with microscopic counting scenedemine quantity, makees blank sample in certain hour, calculates and kills the algae rate, and computational methods are the same.
Table 1 dodecyl dimethyl decyl ammonium bromide is to the bactericidal effect of heterotroph
| Valid density/mgL -1 | Sterilizing rate/% | |||
| 1h | 24h | 48h | 72h | |
| 6.0 | 99.9 | 99.1 | 50.0 | / |
| 8.0 | 99.9 | 99.9 | 99.9 | 99.9 |
| 10.0 | 99.9 | 99.9 | 99.9 | 99.9 |
| 15.0 | 99.9 | 99.9 | 99.9 | 99.9 |
| 20.0 | 99.9 | 99.9 | 99.9 | 99.9 |
Starter bacteria number: 2.3 * 10
6Individual/mL; The no bactericidal effect of "/" expression.
Table 2 myristyl dimethyl octyl group ammonium bromide is to the bactericidal effect of heterotroph
| Valid density/mgL -1 | Sterilizing rate/% | |||
| 1h | 24h | 48h | 72h | |
| 4.0 | 97.9 | 99.9 | 99.9 | 99.9 |
| 6.0 | 99.6 | 99.9 | 99.9 | 99.9 |
| 8.0 | 98.8 | 99.9 | 99.9 | 99.9 |
| 10.0 | 99.9 | 99.9 | 99.9 | 99.9 |
| 15.0 | 99.9 | 99.9 | 99.9 | 99.9 |
| 20.0 | 99.9 | 99.9 | 99.9 | 99.9 |
Starter bacteria number: 2.3 * 10
6Individual/mL.
Table 3 myristyl dimethyl decyl ammonium bromide is to the bactericidal effect of heterotroph
| Valid density/mgL -1 | Sterilizing rate/% | |||
| 1h | 24h | 48h | 72h | |
| 4.0 | 87.1 | 99.9 | 99.9 | 99.9 |
| 6.0 | 99.9 | 99.9 | 99.9 | 99.9 |
| 8.0 | 99.9 | 99.9 | 99.9 | 99.9 |
| 10.0 | 99.9 | 99.9 | 99.9 | 99.9 |
| 15.0 | 99.8 | 99.9 | 99.9 | 99.9 |
| 20.0 | 99.9 | 99.9 | 99.9 | 99.9 |
Starter bacteria number: 2.3 * 10
6Individual/mL.
Table 4 hexadecyldimethyl benzyl ammonium octyl group ammonium bromide is to the bactericidal effect of heterotroph
| Valid density/mgL -1 | Sterilizing rate/% | |||
| 1h | 24h | 48h | 72h | |
| 4.0 | / | 99.6 | / | / |
| 6.0 | 94.2 | 99.9 | 99.9 | 99.9 |
| 8.0 | 99.9 | 99.9 | 99.9 | 99.9 |
| 10.0 | 99.9 | 99.9 | 99.9 | 99.9 |
| 15.0 | 99.9 | 99.9 | 99.9 | 99.9 |
| 20.0 | 99.9 | 99.9 | 99.9 | 99.9 |
Starter bacteria number: 2.3 * 10
6Individual/mL.
The result shows, it is low that bialkyl quaternary ammonium salt bactericide and algicide of the present invention all has a sterilization dose, the advantage of sterilization longer duration.
The different pH values of table 5 dodecyl dimethyl decyl ammonium bromide are the bactericidal effect of heterotroph down
| The pH value | Sterilizing rate/% | |||
| 1h | 24h | 48h | 72h | |
| 6.0 | 99.9 | 99.9 | 99.9 | 99.9 |
| 7.0 | 99.9 | 99.9 | 99.9 | 99.9 |
| 8.0 | 99.9 | 99.9 | 99.9 | 99.9 |
| 9.0 | 99.9 | 99.9 | 99.9 | 99.9 |
Valid density: 10.0mg/L; Starter bacteria number: 2.3 * 10
6Individual/mL.
The different pH values of table 6 myristyl dimethyl octyl group ammonium bromide are the bactericidal effect of heterotroph down
| The pH value | Sterilizing rate/% | |||
| 1h | 24h | 48h | 72h | |
| 6.0 | 99.9 | 99.9 | 99.9 | 99.9 |
| 7.0 | 99.9 | 99.9 | 99.9 | 99.9 |
| 8.0 | 99.9 | 99.9 | 99.9 | 99.9 |
| 9.0 | 99.9 | 99.9 | 99.9 | 99.9 |
Valid density: 6.0mg/L; Starter bacteria number: 2.3 * 10
6Individual/mL.
The different pH values of table 7 myristyl dimethyl decyl ammonium bromide are the bactericidal effect of heterotroph down
| The pH value | Sterilizing rate/% | |||
| 1h | 24h | 48h | 72h | |
| 6.0 | 99.9 | 99.9 | 99.9 | 99.9 |
| 7.0 | 99.9 | 99.9 | 99.9 | 99.9 |
| 8.0 | 99.9 | 99.9 | 99.9 | 99.9 |
| 9.0 | 99.9 | 99.9 | 99.9 | 99.9 |
Valid density: 6.0mg/L; Starter bacteria number: 2.3 * 10
6Individual/mL.
The different pH values of table 8 hexadecyldimethyl benzyl ammonium octyl group ammonium bromide are the bactericidal effect of heterotroph down
| The pH value | Sterilizing rate/% | |||
| 1h | 24h | 48h | 72h | |
| 6.0 | 95.6 | 99.9 | 99.9 | 99.9 |
| 7.0 | 97.7 | 99.9 | 99.9 | 96.0 |
| 8.0 | 99.9 | 99.9 | 99.9 | 99.9 |
| 9.0 | 99.4 | 99.9 | 98.6 | 99.5 |
Valid density: 6.0mg/L; Starter bacteria number: 2.3 * 10
6Individual/mL.
The result shows: bialkyl quaternary ammonium salt bactericide and algicide of the present invention has the pH advantage of wide range of application.
The bactericidal property of table 9 dialkyl quaternary ammonium salt and quaternary ammonium salt commonly used (1227,1427) relatively
| The medicament title | Bacterial species | Sterilizing rate/% | |||
| 1h | 24h | 48h | 72h | ||
| 1227 | Heterotroph | 99.9 | / | / | / |
| Iron bacteria | 99.9 | / | / | / | |
| Sulfate reducing bacteria | 99.9 | / | / | / | |
| 1427 | Heterotroph | 99.8 | / | / | / |
| Iron bacteria | 99.9 | / | / | / | |
| Sulfate reducing bacteria | 99.9 | 50.2 | / | / | |
| Dodecyl dimethyl decyl ammonium bromide | Heterotroph | 99.9 | 99.9 | 99.9 | 99.9 |
| Iron bacteria | 99.9 | 99.9 | 99.9 | 99.9 | |
| Sulfate reducing bacteria | 99.9 | 99.9 | 99.9 | 99.9 | |
| Myristyl dimethyl octyl group ammonium bromide | Heterotroph | 99.9 | 99.9 | 99.9 | 99.9 |
| Iron bacteria | 99.9 | 99.9 | 99.9 | 99.9 | |
| Sulfate reducing bacteria | 99.9 | 99.9 | 99.9 | 99.9 | |
| Myristyl dimethyl decyl ammonium bromide | Heterotroph | 99.9 | 99.9 | 99.9 | 99.9 |
| Iron bacteria | 99.9 | 99.9 | 99.9 | 99.9 | |
| Sulfate reducing bacteria | 99.9 | 99.9 | 99.9 | 99.9 | |
| Hexadecyldimethyl benzyl ammonium octyl group ammonium bromide | Heterotroph | 99.9 | 99.9 | 99.9 | 99.9 |
| Iron bacteria | 99.9 | 99.9 | 99.9 | 99.9 | |
| Sulfate reducing bacteria | 99.9 | 99.9 | 99.9 | 99.9 | |
Annotate: the valid density of each Biocidal algae-killing agent is 10mgL
-1
The result shows that the performance of bialkyl quaternary ammonium salt bactericide and algicide of the present invention is better than quaternary ammonium salt bactericide algicide commonly used.
The algae removal performance of table 10 dialkyl quaternary ammonium salt
| The medicament title | Valid density/mgL -1 | Scenedemine algaecidal rate/% | |||
| 24h | 48h | 72h | 96h | ||
| Dodecyl dimethyl decyl ammonium bromide | 6 | 0.9 | 71.9 | 74.2 | 88.1 |
| 8 | 2.3 | 84.6 | 85.5 | 88.9 | |
| 10 | 2.4 | 85.0 | 87.3 | 95.5 | |
| Myristyl dimethyl octyl group ammonium bromide | 6 | 67.7 | 94.1 | 93.2 | 97.1 |
| 8 | 71.4 | 95.5 | 95.5 | 98.4 | |
| 10 | 74.6 | 95.9 | 95.5 | 98.4 | |
| Myristyl dimethyl decyl ammonium bromide | 6 | 83.6 | 91.8 | 93.2 | 97.5 |
| 8 | 83.6 | 92.8 | 93.7 | 97.9 | |
| 10 | 85.0 | 93.3 | 94.1 | 97.9 | |
| Hexadecyldimethyl benzyl ammonium octyl group ammonium bromide | 6 | 79.5 | 81.9 | 83.4 | 84.4 |
| 8 | 80.0 | 83.2 | 83.7 | 87.7 | |
| 10 | 81.8 | 87.8 | 84.6 | 89.8 | |
Claims (8)
1, a kind of bialkyl quaternary ammonium salt bactericide and algicide is characterized by and contain two long alkyl chain length simultaneously in a molecule, and its general formula is: R
1(R
3)
2NR
2X, wherein R
1Be dodecyl, R
2Be decyl; Perhaps R
1Be myristyl, R
2Be octyl group; Perhaps R
1Be myristyl, R
2Be decyl; Perhaps R
1Be cetyl, R
2Be octyl group; R
3For carbon number is the alkyl of 1-4, X is a chlorine or bromine.
2, bialkyl quaternary ammonium salt bactericide and algicide according to claim 1 is characterized in that R
3Be methyl.
3, bialkyl quaternary ammonium salt bactericide and algicide according to claim 1 and 2 is characterized in that X is a bromine.
4, the preparation method of the described bialkyl quaternary ammonium salt bactericide and algicide of claim 1 is characterized in that tertiary amine, bromo-hydrocarbons and water are added temperature reaction in the reactor simultaneously, obtains the quaternary ammonium salt bactericide algicide; Perhaps tertiary amine or halogenated hydrocarbons and water are put into reaction vessel, heat up, drip halogenated hydrocarbons or reactive tertiary amine again, obtain the quaternary ammonium salt bactericide algicide, the dosage that it is characterized in that water is 30～45wt.% of raw material gross weight.
5, preparation method according to claim 4 is characterized in that the mole proportioning of raw material is: tertiary amine/bromo-hydrocarbons=(1.7～0.8)/1.
6,, it is characterized in that reaction temperature is 40～105 ℃ according to claim 4 or 5 described preparation methods.
7,, it is characterized in that the reaction time is 2～12 hours according to claim 4 or 5 described preparation methods.
8, each described bialkyl quaternary ammonium salt bactericide and algicide of claim 1-3 is used for recirculating cooling water system bacterium and algae control.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB011443340A CN1185932C (en) | 2001-12-17 | 2001-12-17 | Bialkyl quaternary ammonium salt bactericide and algicide, its preparation and application |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB011443340A CN1185932C (en) | 2001-12-17 | 2001-12-17 | Bialkyl quaternary ammonium salt bactericide and algicide, its preparation and application |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1426680A CN1426680A (en) | 2003-07-02 |
| CN1185932C true CN1185932C (en) | 2005-01-26 |
Family
ID=4677484
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB011443340A Expired - Lifetime CN1185932C (en) | 2001-12-17 | 2001-12-17 | Bialkyl quaternary ammonium salt bactericide and algicide, its preparation and application |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN1185932C (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102450275A (en) * | 2010-10-28 | 2012-05-16 | 上海久宏电力技术开发有限公司 | Novel killing algicide |
-
2001
- 2001-12-17 CN CNB011443340A patent/CN1185932C/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| CN1426680A (en) | 2003-07-02 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN1186980C (en) | Composite bactericide containing dialkyl quaternary ammonium salt and its application | |
| CN1843589A (en) | Bactericide for reverse osmosis membrane and method for preparing the same | |
| CN1066170A (en) | As the dihydroxymethyl 2 of biocide and preservative, 5-piperazinedione | |
| CN1788564A (en) | Sterilization disinfectant and application thereof | |
| CN1295166C (en) | Method for directly treating high temperature and high turbidity PVC mother liquor by using biologic filter | |
| CN104521960B (en) | Quaternary ammonium salt bactericide for seawater as well as preparation method and application of quaternary ammonium salt bactericide | |
| CN101306859A (en) | High-efficiency scavenging agent for water quality of aquaculture pond | |
| CN102487880A (en) | Method of preparing plasma aquaculture water | |
| CN109221240A (en) | A kind of water system inhibits the high efficiency composition disinfecting corrosion inhibitor of simultaneously decomposing organism film | |
| CN1185932C (en) | Bialkyl quaternary ammonium salt bactericide and algicide, its preparation and application | |
| CN101746865A (en) | Purifying material, preparation method thereof and method utilizing purifying material to purify water | |
| CN102311160A (en) | Water purifying agent for aquaculture pool | |
| US20120279924A1 (en) | Method for mitigating eutrophication in a water body | |
| CN111153933A (en) | Efficient bactericide for polymer-containing sewage in oil field and preparation method thereof | |
| CN111253002A (en) | Water body blue algae treating agent and preparation method and application thereof | |
| CN1891636A (en) | Composite material for inhibiting algal growth and its use | |
| CN112898449B (en) | Preparation method of flocculating agent CTS-DMOAP | |
| CN104961207B (en) | Algicide based on water plant and its preparation method and application | |
| CN212151773U (en) | GAC/vermiculite combined packing-anaerobic fluidized bed filter column device | |
| CN114231471A (en) | Chemical solvent degrading bacterium pseudomonas flexuosa PH-2 and application thereof in chemical wastewater treatment | |
| CN107381703A (en) | Industrial waste water treatment agent | |
| CN1205136C (en) | Amphoteric bacteria-killing corrosion-inhibitor | |
| CN1162336C (en) | Efficient nano water improver and its preparing process | |
| CN110294519A (en) | A kind of bactericide and mud stripper suitable for high concentrtion recirculated water | |
| CN110127928A (en) | A kind of glue-preparing exhausted water method for disinfection |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| CX01 | Expiry of patent term | ||
| CX01 | Expiry of patent term |
Granted publication date: 20050126 |