CN110078182B - Multi-head sterilization algicide for water treatment and preparation and application thereof - Google Patents
Multi-head sterilization algicide for water treatment and preparation and application thereof Download PDFInfo
- Publication number
- CN110078182B CN110078182B CN201910369664.8A CN201910369664A CN110078182B CN 110078182 B CN110078182 B CN 110078182B CN 201910369664 A CN201910369664 A CN 201910369664A CN 110078182 B CN110078182 B CN 110078182B
- Authority
- CN
- China
- Prior art keywords
- head
- water treatment
- algicide
- quaternary ammonium
- ammonium salt
- 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.)
- Active
Links
Images
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N33/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
- A01N33/02—Amines; Quaternary ammonium compounds
- A01N33/12—Quaternary ammonium compounds
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/50—Treatment of water, waste water, or sewage by addition or application of a germicide or by oligodynamic treatment
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/04—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups
- C07C209/06—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of halogen atoms
- C07C209/12—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of halogen atoms with formation of quaternary ammonium compounds
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2303/00—Specific treatment goals
- C02F2303/04—Disinfection
Abstract
The invention relates to the technical field of water treatment science, in particular to a multi-head sterilization algicide for water treatment and preparation and application thereof, wherein the molecular structure of the multi-head sterilization algicide is as follows:
the head group charge of the sterilizing algicide is more concentrated, the sterilizing algicide can be more strongly combined with bacteria and algae, has stronger sterilizing and algae killing effects, and the sterilizing rate can reach more than 99.1 percent when the concentration is more than 2 mg/L; when the concentration is more than 2ppm, the algae removal rate can reach 99.8 percent after three days, the hydrophobic groups of the four-head quaternary ammonium salt are positioned between the ionic head groups, the surface activity of the four-head quaternary ammonium salt can be greatly weakened while the sterilization and algae removal capability of the four-head quaternary ammonium salt is not influenced, a defoaming agent is not required to be added in the use process, the operation cost of a system is reduced, and meanwhile, the solution formed by compounding the four-head quaternary ammonium salt and the anionic polymer is still clear and transparent, has good compatibility with medicaments, and can be used in various water treatment agent formulas.
Description
Technical Field
The invention relates to the technical field related to water treatment science, in particular to a multi-head sterilization algicide for water treatment and preparation and application thereof.
Background
Along with the rapid development of human society, water resource shortage becomes a global problem facing human beings, a large amount of water is needed in a plurality of industrial production processes such as thermal power generation, pulping and papermaking, the problem of water resource shortage is further aggravated, and the main approach for solving the problem is to recycle water resources, so that a circulating cooling water system is generally adopted in industrial production to achieve the purposes of high-efficiency water and water conservation; meanwhile, with the increase of the concentration multiple, the inner wall and the pipeline of the system generate scaling phenomena, which can cause equipment corrosion, reduce heat transfer efficiency and influence the normal operation of the system, so that the selection of a proper chemical agent for inhibiting the breeding of microorganisms and the scaling phenomena in the system is an important guarantee for realizing the effective utilization of water resources;
in a circulating cooling water system, common microorganisms mainly comprise bacteria, fungi, algae and the like, common bactericides comprise chlorine-containing compounds, bromine-containing compounds, quaternary ammonium salt surfactants and the like, the chlorine-containing and bromine-containing compounds have good bactericidal effects, but generally have the problems of high toxicity, secondary pollution to water and the like, and with the enhancement of environmental awareness of people, people gradually aim at the quaternary ammonium salt surfactants with lower toxicity, however, in the actual use process, the quaternary ammonium salt surfactants also have certain problems, firstly, an aqueous solution dissolved with the surfactants can generate a large amount of foams in the flowing process, and in order to ensure that a circulating water system normally operates, a defoaming agent is generally added, so that the cost is increased; secondly, when the circulating water contains oily components, the presence of the surfactant emulsifies the system, reducing the bactericidal power. In addition, because the hydrophilic head group of the quaternary ammonium surfactant has positive charges, when the quaternary ammonium surfactant is mixed with some anionic scale inhibitors such as sodium polyacrylate and the like for use, the quaternary ammonium surfactant is easy to be strongly combined with anions through electrostatic attraction to form organic matter precipitates, and the sterilization effect is also reduced. Therefore, the development of a novel quaternary ammonium salt bactericide which has low toxicity, high sterilization efficiency, good compatibility and simple and convenient use has important significance for prolonging the service life of a circulating water system and saving water resources; therefore, the invention provides a multi-head sterilization algicide for water treatment and preparation and application thereof, which are used for solving the problems.
Disclosure of Invention
The invention aims to provide a multi-head sterilization algicide for water treatment and a preparation method and an application thereof, so as to solve the problems in the background technology.
In order to achieve the purpose, the invention provides the following technical scheme: a multi-head sterilization algicide for water treatment is characterized in that: the formula of the multi-head sterilization algicide comprises the following components: n, N-dimethylbenzylamine, 1, 3-dibromopropane, and N, N-tetramethyl-1, 6-hexanediamine.
Preferably, the multi-head bactericidal algicide has the following molecular structure:
preferably, the compound is obtained by the following reaction:
the preparation method and the application of the multi-head sterilization algicide for water treatment comprise the following steps:
s1: synthesizing an intermediate 1, adding 1, 3-dibromopropane (89.6g,0.44mol) and 120mL acetone into a 250mL three-necked bottle, slowly dropwise adding N, N dimethylbenzylamine (15g,0.11mol) when the temperature rises to 40 ℃, continuing stirring for 15h after dropwise adding is finished, carrying out suction filtration after the reaction is finished, collecting a filter cake, washing for 3 times by using petroleum ether to obtain a light yellow solid, placing the light yellow solid in a vacuum drying oven at a constant temperature of 45 ℃, and drying for 24h to obtain a product 27.5g, wherein the yield is 73.5%;
s2: preparing a target product, adding N, N, N, N-tetramethyl-1, 6-hexanediamine (3.48g,0.02mol) and an intermediate 1(15g,0.044mol) into a 250mL eggplant-shaped flask, adding 75mL of ethanol and 30mL of acetone, reacting at 79 ℃ for 15h, after the reaction is finished, carrying out reduced pressure rotary evaporation to remove the solvent, recrystallizing the residue with ethanol to obtain a white solid, carrying out suction filtration on the white solid, washing with acetone for 2 times, and carrying out vacuum drying to obtain a product 9.7g, wherein the yield is 57.3%, and the purity of the product is more than 98%
S3: the application of the product is that a certain amount of four-head quaternary ammonium salt Be-N-3-N-6-N-3-Be is added into a circulating cooling water system, so that a good sterilization effect can Be achieved.
Preferably, the multi-head sterilization algicide has no obvious surface activity, and no defoaming agent is added in the use process.
Preferably, the multi-head bactericidal algicide has good compatibility with anionic water treatment agents, and can be used in various water treatment agent formulas.
Compared with the prior art, the invention has the beneficial effects that:
1. the invention reasonably designs the molecular structure of the four-head quaternary ammonium salt, so that the head group charges are more concentrated, the four-head quaternary ammonium salt can be more strongly combined with the surfaces of bacteria and algae, and the four-head quaternary ammonium salt has stronger sterilization and algae removal effects, and when the concentration is more than 2mg/L, the sterilization rate can reach more than 99.1%; when the concentration is more than 2ppm, the algae removal rate can reach 99.8 percent after three days;
2. the hydrophobic groups of the four-head quaternary ammonium salt are positioned among the ionic head groups, so that the surface activity of the four-head quaternary ammonium salt can be greatly weakened while the sterilization and algae removal capability of the four-head quaternary ammonium salt is not influenced, a defoaming agent is not required to be added in the use process, and the operation cost of a system is reduced;
3. the solution obtained by compounding the four-head quaternary ammonium salt and the anionic polymer is still clear and transparent, has good compatibility with medicaments, and can be used in various water treatment agent formulas.
Drawings
FIG. 1 is a chart of the hydrogen nuclear magnetic resonance spectrum of Be-N-3-N-6-N-3-Be according to the present invention (measured in D2O);
FIG. 2 is a photograph of a solution of Be-N-3-N-6-N-3-Be (15 wt%) of the present invention mixed with sodium polyacrylate (10wt%) and left to stand for 7 days;
FIG. 3 is a graph showing the surface tension of Be-N-3-N-6-N-3-Be according to the present invention as a function of concentration (25 ℃).
Detailed Description
The technical solutions in the embodiments of the present invention will be clearly and completely described below with reference to the drawings in the embodiments of the present invention, and it is obvious that the described embodiments are only a part of the embodiments of the present invention, and not all of the embodiments. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
Please refer to fig. 1 to 3.
Example one
A multi-head sterilization algicide for water treatment comprises the following components: n, N-dimethylbenzylamine, 1, 3-dibromopropane, and N, N-tetramethyl-1, 6-hexanediamine.
The multi-head sterilization algicide has the following molecular structure:
obtained by the following reaction:
the preparation and application of the multi-head sterilization algicide for water treatment are characterized in that: the preparation method comprises the following steps:
s1: synthesizing an intermediate 1, adding 1, 3-dibromopropane (89.6g,0.44mol) and 120mL acetone into a 250mL three-necked bottle, slowly dropwise adding N, N dimethylbenzylamine (15g,0.11mol) when the temperature rises to 40 ℃, continuing stirring for 15h after dropwise adding is finished, carrying out suction filtration after the reaction is finished, collecting a filter cake, washing for 3 times by using petroleum ether to obtain a light yellow solid, placing the light yellow solid in a vacuum drying oven at a constant temperature of 45 ℃, and drying for 24h to obtain a product 27.5g, wherein the yield is 73.5%;
s2: preparing a target product, namely adding N, N, N, N-tetramethyl-1, 6-hexamethylene diamine (3.48g,0.02mol) and an intermediate 1(15g,0.044mol) into a 250mL eggplant-shaped flask, then adding 75mL of ethanol and 30mL of acetone, reacting for 15h at 79 ℃, after the reaction is finished, carrying out reduced pressure rotary evaporation to remove the solvent, recrystallizing the residue with ethanol to obtain a white solid, carrying out suction filtration on the solid, washing with acetone for 2 times, and carrying out vacuum drying to obtain a product 9.7g, wherein the yield is 57.3%, and the purity of the product is more than 98%;
s3: the application of the product is that a certain amount of four-head quaternary ammonium salt Be-N-3-N-6-N-3-Be is added into a circulating cooling water system, so that a good sterilization effect can Be achieved.
The multi-head sterilization algicide has no obvious surface activity, a defoaming agent is not required to be added in the using process, and the multi-head sterilization algicide has good compatibility with an anionic water treatment agent and can be used in various water treatment agent formulas.
Example two
15wt% of Be-N-3-N-6-N-3-Be and 10wt% of sodium polyacrylate are mixed and placed at room temperature for 7 days, as can Be seen from figure 2, the solution is still clear and transparent, which shows that Be-N-3-N-6-N-3-Be and anionic polymer have good compatibility
EXAMPLE III
Preparing a series of aqueous solutions of four-head quaternary ammonium salt Be-N-3-N-6-N-3-Be with different concentrations, measuring the equilibrium surface tension of the material by a Du N uy ring method after 3 hours of equilibrium at 25 ℃, averaging the values of the equilibrium surface tension of each point for 3 times, drawing a curve of the surface tension of the sample according to the concentration, wherein FIG. 3 is a graph of the surface tension of Be-N-3-N-6-N-3-Be according to the concentration, and as can Be seen from FIG. 3, the surface tension of Be-N-3-N-6-N-3-Be is 71.6mN/m and is very close to that of pure water even at the concentration of 10mmol/L, which shows that the surface activity of Be-N-3-N-6-N-3-Be is very weak, no foam is generated during the use process.
Example four
And (3) performing sterilization performance test, wherein test water is a chemical circulating cooling water sample, and referring to GB/T22595-: (29 +/-1) DEG C, and the total number of bacteria is determined after the temperature is kept for 72 hours, and the result shows that the sterilization rate can reach over 99.1 percent when the concentration of Be-N-3-N-6-N-3-Be is more than 2mg/L, and the good sterilization effect is shown.
EXAMPLE five
The algae removal performance test comprises the steps of adding 50mL of mixed algae liquid into a 500mL conical bottle, adding 20mL of water, culturing for two days at room temperature under the condition that the illumination intensity is 3000lux, adding Be-N-3-N-6-N-3-Be solution with a certain concentration, and observing the change condition of the content of the algae cells along with time, wherein the result shows that when the concentration of Be-N-3-N-6-N-3-Be is more than 2ppm, the algae removal rate can reach 99.8% after three days, and the excellent algae removal effect is shown.
Although embodiments of the present invention have been shown and described, it will be appreciated by those skilled in the art that changes, modifications, substitutions and alterations can be made in these embodiments without departing from the principles and spirit of the invention, the scope of which is defined in the appended claims and their equivalents.
Claims (6)
1. A multi-head sterilization algicide for water treatment is characterized in that: the multi-head sterilization algicide has the following molecular structure:
2. the multi-headed bactericidal algicide for water treatment as set forth in claim 1, wherein: the multi-head sterilization algicide is obtained by the following reaction:
3. the preparation method of the multi-head bactericidal algicide for water treatment as claimed in claim 2, which is characterized in that: the preparation method comprises the following steps:
s1: synthesizing an intermediate 1, namely adding 89.6g of 1, 3-dibromopropane and 120mL of acetone into a 250mL three-necked bottle, slowly dropwise adding 15g of N, N-dimethylbenzylamine when the temperature is raised to 40 ℃, continuously stirring for 15h after the dropwise adding is finished, performing suction filtration after the reaction is finished, collecting a filter cake, washing for 3 times by using petroleum ether to obtain a light yellow solid, placing the light yellow solid in a vacuum drying oven at the constant temperature of 45 ℃, and drying for 24h to obtain 27.5g of a product, wherein the yield is 73.5%;
s2: preparing a target product, namely adding 3.48g N, N, N, N-tetramethyl-1, 6-hexanediamine and 15g of the intermediate 1 into a 250mL eggplant-shaped flask, adding 75mL of ethanol and 30mL of acetone, reacting for 15h at 79 ℃, decompressing and carrying out rotary evaporation to remove a solvent after the reaction is finished, recrystallizing the residue with ethanol to obtain a white solid, carrying out suction filtration on the solid, washing with acetone for 2 times, and carrying out vacuum drying to obtain 9.7g of a product, wherein the yield is 57.3%, and the purity of the product is more than 98%.
4. The use of the multi-head bactericidal algicide for water treatment as claimed in claim 1, wherein a certain amount of four-head quaternary ammonium salt Be-N-3-N-6-N-3-Be is added to a circulating cooling water system to achieve a good bactericidal effect.
5. The multi-head sterilization algicide for water treatment as claimed in claim 4, wherein: the multi-head sterilizing algicide has no obvious surface activity, and no defoaming agent is needed to be added in the using process.
6. The multi-head sterilization algicide for water treatment as claimed in claim 4, wherein: the multi-head sterilization algicide has good compatibility with anionic water treatment agents and is used in various water treatment agent formulas.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201910369664.8A CN110078182B (en) | 2019-05-06 | 2019-05-06 | Multi-head sterilization algicide for water treatment and preparation and application thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201910369664.8A CN110078182B (en) | 2019-05-06 | 2019-05-06 | Multi-head sterilization algicide for water treatment and preparation and application thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN110078182A CN110078182A (en) | 2019-08-02 |
| CN110078182B true CN110078182B (en) | 2021-11-23 |
Family
ID=67418695
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201910369664.8A Active CN110078182B (en) | 2019-05-06 | 2019-05-06 | Multi-head sterilization algicide for water treatment and preparation and application thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN110078182B (en) |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1997021348A1 (en) * | 1995-12-08 | 1997-06-19 | Kao Corporation | Germicidal composition |
| CN1830831A (en) * | 2005-03-11 | 2006-09-13 | 中国石化北京燕化石油化工股份有限公司 | Treatment method of high turbidity high iron circulation cooling water |
| CN102511479A (en) * | 2011-12-06 | 2012-06-27 | 孙安顺 | Dual-cation bactericide, preparation method and application thereof |
| EP2578083A1 (en) * | 2011-10-05 | 2013-04-10 | Laboratoires Anios | Detergent and disinfectant compositions |
| CN105104387A (en) * | 2015-09-09 | 2015-12-02 | 郑州轻工业学院 | Industrial water treatment bactericide |
| CN108041035A (en) * | 2017-12-12 | 2018-05-18 | 中海油天津化工研究设计院有限公司 | A kind of dication epoxy type fungicide and preparation method thereof |
-
2019
- 2019-05-06 CN CN201910369664.8A patent/CN110078182B/en active Active
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1997021348A1 (en) * | 1995-12-08 | 1997-06-19 | Kao Corporation | Germicidal composition |
| CN1830831A (en) * | 2005-03-11 | 2006-09-13 | 中国石化北京燕化石油化工股份有限公司 | Treatment method of high turbidity high iron circulation cooling water |
| EP2578083A1 (en) * | 2011-10-05 | 2013-04-10 | Laboratoires Anios | Detergent and disinfectant compositions |
| CN102511479A (en) * | 2011-12-06 | 2012-06-27 | 孙安顺 | Dual-cation bactericide, preparation method and application thereof |
| CN105104387A (en) * | 2015-09-09 | 2015-12-02 | 郑州轻工业学院 | Industrial water treatment bactericide |
| CN108041035A (en) * | 2017-12-12 | 2018-05-18 | 中海油天津化工研究设计院有限公司 | A kind of dication epoxy type fungicide and preparation method thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| CN110078182A (en) | 2019-08-02 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN103046055B (en) | Imidazolyl lysine salt ionic liquid is as the application of iron and steel inhibiter | |
| CN107010740B (en) | Scale inhibitor for sewage treatment and preparation method thereof | |
| CN104355418A (en) | Preparation method of non-phosphorus corrosion and scale inhibitor | |
| CN105010387A (en) | Preparation technology of improved oil field composite bactericide | |
| CN112047498A (en) | Circulating water phosphorus-free corrosion and scale inhibitor and preparation method thereof | |
| CN110078182B (en) | Multi-head sterilization algicide for water treatment and preparation and application thereof | |
| CN107381841B (en) | Preparation method and application of green scale inhibiting material with cellulose as raw material | |
| CN110354755A (en) | A kind of novel fluorine betaine type amphoteric surfactant and its preparation method and application | |
| CN102187872A (en) | Preparation method of sticky mud inhibitor for water treatment | |
| CN102531928B (en) | Asymmetric bis-quaternary ammonium salt as well as preparation method and application thereof | |
| CN113509490A (en) | Non-irritant medical disinfectant and preparation method thereof | |
| CN106366123A (en) | Production process of organic phosphonic acid of recyclable hydrochloric acid wastewater | |
| CN108651462A (en) | Chitosan amphoteric ion fungicide and the preparation method and application thereof | |
| CN104925969A (en) | Efficient water quality stabilizer | |
| CN116081787A (en) | Quaternary phosphonium salt type sterilizing water treatment agent and preparation method thereof | |
| CN100594786C (en) | Novel corrosion-retarding germicide and its preparation method | |
| CN104528959B (en) | A kind of environmental protection dirt dispersion agent and preparation method thereof | |
| CN117603060A (en) | Sterilizing scale-inhibiting penetrating agent compounded by anionic and cationic surfactants and application thereof | |
| CN107410301A (en) | A kind of efficiently sticky mud inhibitor and preparation method thereof | |
| CN105566528A (en) | Preparation method of polychloromethylstyrene quaternary phosphonium salt bactericide | |
| CN110343067B (en) | Quaternary ammonium quinoline salt compound and preparation method and application thereof | |
| CN115735942B (en) | Seawater biocide and preparation method and application thereof | |
| CN117603083A (en) | Preparation and application of four-head bola type efficient bactericide | |
| US10899639B2 (en) | Composition and method for inhibiting microbial adhesion on surfaces | |
| CN104396953A (en) | Novel efficient germicide and algicide and preparation process thereof |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |