CN114804241A - Water treatment agent - Google Patents
Water treatment agent Download PDFInfo
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- CN114804241A CN114804241A CN202210031108.1A CN202210031108A CN114804241A CN 114804241 A CN114804241 A CN 114804241A CN 202210031108 A CN202210031108 A CN 202210031108A CN 114804241 A CN114804241 A CN 114804241A
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- Prior art keywords
- water treatment
- treatment agent
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- acrylic acid
- acid
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title claims abstract description 87
- 239000003795 chemical substances by application Substances 0.000 title claims abstract description 83
- 229920000642 polymer Polymers 0.000 claims abstract description 66
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims abstract description 48
- 150000001875 compounds Chemical class 0.000 claims abstract description 39
- 150000003220 pyrenes Chemical class 0.000 claims abstract description 27
- 150000003839 salts Chemical class 0.000 claims description 85
- -1 allyl ether compound Chemical class 0.000 claims description 35
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 26
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 26
- XHZPRMZZQOIPDS-UHFFFAOYSA-N 2-Methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid Chemical compound OS(=O)(=O)CC(C)(C)NC(=O)C=C XHZPRMZZQOIPDS-UHFFFAOYSA-N 0.000 claims description 12
- 229920000536 2-Acrylamido-2-methylpropane sulfonic acid Polymers 0.000 claims description 10
- GEMJZZWKASRCFH-UHFFFAOYSA-N pyrene-1,2,3,4-tetrasulfonic acid Chemical compound OS(=O)(=O)C1=C(S(O)(=O)=O)C(S(O)(=O)=O)=C2C(S(=O)(=O)O)=CC3=CC=CC4=CC=C1C2=C34 GEMJZZWKASRCFH-UHFFFAOYSA-N 0.000 claims description 6
- 125000000542 sulfonic acid group Chemical group 0.000 claims description 6
- ZRGONDPMOQPTPL-UHFFFAOYSA-N 1-[2-(2-hydroxyethylsulfanyl)ethyl]-2-methyl-5-phenylpyrrole-3-carboxylic acid Chemical compound OCCSCCN1C(C)=C(C(O)=O)C=C1C1=CC=CC=C1 ZRGONDPMOQPTPL-UHFFFAOYSA-N 0.000 claims description 5
- 239000000498 cooling water Substances 0.000 description 25
- 239000004480 active ingredient Substances 0.000 description 16
- 238000000354 decomposition reaction Methods 0.000 description 16
- 229920000058 polyacrylate Polymers 0.000 description 12
- 239000000178 monomer Substances 0.000 description 11
- 239000000126 substance Substances 0.000 description 10
- 238000005536 corrosion prevention Methods 0.000 description 7
- 230000005764 inhibitory process Effects 0.000 description 7
- 239000000700 radioactive tracer Substances 0.000 description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- QENRKQYUEGJNNZ-UHFFFAOYSA-N 2-methyl-1-(prop-2-enoylamino)propane-1-sulfonic acid Chemical compound CC(C)C(S(O)(=O)=O)NC(=O)C=C QENRKQYUEGJNNZ-UHFFFAOYSA-N 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 159000000000 sodium salts Chemical class 0.000 description 5
- AGBXYHCHUYARJY-UHFFFAOYSA-N 2-phenylethenesulfonic acid Chemical compound OS(=O)(=O)C=CC1=CC=CC=C1 AGBXYHCHUYARJY-UHFFFAOYSA-N 0.000 description 4
- 239000004698 Polyethylene Substances 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- 150000003863 ammonium salts Chemical class 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 238000005260 corrosion Methods 0.000 description 4
- 230000007797 corrosion Effects 0.000 description 4
- 229920000573 polyethylene Polymers 0.000 description 4
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 4
- DLOBKMWCBFOUHP-UHFFFAOYSA-N pyrene-1-sulfonic acid Chemical compound C1=C2C(S(=O)(=O)O)=CC=C(C=C3)C2=C2C3=CC=CC2=C1 DLOBKMWCBFOUHP-UHFFFAOYSA-N 0.000 description 4
- ZAWQXWZJKKICSZ-UHFFFAOYSA-N 3,3-dimethyl-2-methylidenebutanamide Chemical compound CC(C)(C)C(=C)C(N)=O ZAWQXWZJKKICSZ-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 229920002125 Sokalan® Polymers 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 241000894006 Bacteria Species 0.000 description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 2
- 241000195493 Cryptophyta Species 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000003619 algicide Substances 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 230000000844 anti-bacterial effect Effects 0.000 description 2
- 239000003899 bactericide agent Substances 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 150000007942 carboxylates Chemical class 0.000 description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
- 238000005227 gel permeation chromatography Methods 0.000 description 2
- 239000008235 industrial water Substances 0.000 description 2
- 230000002401 inhibitory effect Effects 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 244000005700 microbiome Species 0.000 description 2
- 239000002455 scale inhibitor Substances 0.000 description 2
- CJGJYOBXQLCLRG-UHFFFAOYSA-M sodium;2-hydroxy-3-prop-2-enoxypropane-1-sulfonate Chemical compound [Na+].[O-]S(=O)(=O)CC(O)COCC=C CJGJYOBXQLCLRG-UHFFFAOYSA-M 0.000 description 2
- 239000008399 tap water Substances 0.000 description 2
- 235000020679 tap water Nutrition 0.000 description 2
- 229920003169 water-soluble polymer Polymers 0.000 description 2
- PRAMZQXXPOLCIY-UHFFFAOYSA-N 2-(2-methylprop-2-enoyloxy)ethanesulfonic acid Chemical compound CC(=C)C(=O)OCCS(O)(=O)=O PRAMZQXXPOLCIY-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 239000003929 acidic solution Substances 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000007872 degassing Methods 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 230000014509 gene expression Effects 0.000 description 1
- 229920000578 graft copolymer Polymers 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 229940088644 n,n-dimethylacrylamide Drugs 0.000 description 1
- YLGYACDQVQQZSW-UHFFFAOYSA-N n,n-dimethylprop-2-enamide Chemical compound CN(C)C(=O)C=C YLGYACDQVQQZSW-UHFFFAOYSA-N 0.000 description 1
- QNILTEGFHQSKFF-UHFFFAOYSA-N n-propan-2-ylprop-2-enamide Chemical compound CC(C)NC(=O)C=C QNILTEGFHQSKFF-UHFFFAOYSA-N 0.000 description 1
- XFHJDMUEHUHAJW-UHFFFAOYSA-N n-tert-butylprop-2-enamide Chemical compound CC(C)(C)NC(=O)C=C XFHJDMUEHUHAJW-UHFFFAOYSA-N 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 238000010979 pH adjustment Methods 0.000 description 1
- 229920001444 polymaleic acid Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- UIIIBRHUICCMAI-UHFFFAOYSA-N prop-2-ene-1-sulfonic acid Chemical compound OS(=O)(=O)CC=C UIIIBRHUICCMAI-UHFFFAOYSA-N 0.000 description 1
- CZLSHVQVNDDHDQ-UHFFFAOYSA-N pyrene-1,3,6,8-tetrasulfonic acid Chemical compound C1=C2C(S(=O)(=O)O)=CC(S(O)(=O)=O)=C(C=C3)C2=C2C3=C(S(O)(=O)=O)C=C(S(O)(=O)=O)C2=C1 CZLSHVQVNDDHDQ-UHFFFAOYSA-N 0.000 description 1
- 229920005604 random copolymer Polymers 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- NLVXSWCKKBEXTG-UHFFFAOYSA-N vinylsulfonic acid Chemical compound OS(=O)(=O)C=C NLVXSWCKKBEXTG-UHFFFAOYSA-N 0.000 description 1
Images
Classifications
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- 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
- C02F1/008—Control or steering systems not provided for elsewhere in subclass C02F
-
- 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
-
- 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
- C02F1/30—Treatment of water, waste water, or sewage by irradiation
-
- 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
- C02F1/30—Treatment of water, waste water, or sewage by irradiation
- C02F1/32—Treatment of water, waste water, or sewage by irradiation with ultraviolet light
-
- 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
- C02F1/66—Treatment of water, waste water, or sewage by neutralisation; pH adjustment
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
- C09K11/06—Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2101/00—Nature of the contaminant
- C02F2101/30—Organic compounds
- C02F2101/34—Organic compounds containing oxygen
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2101/00—Nature of the contaminant
- C02F2101/30—Organic compounds
- C02F2101/40—Organic compounds containing sulfur
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2103/00—Nature of the water, waste water, sewage or sludge to be treated
- C02F2103/02—Non-contaminated water, e.g. for industrial water supply
- C02F2103/023—Water in cooling circuits
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2209/00—Controlling or monitoring parameters in water treatment
- C02F2209/06—Controlling or monitoring parameters in water treatment pH
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Hydrology & Water Resources (AREA)
- Environmental & Geological Engineering (AREA)
- Water Supply & Treatment (AREA)
- Health & Medical Sciences (AREA)
- Toxicology (AREA)
- Materials Engineering (AREA)
- Investigating, Analyzing Materials By Fluorescence Or Luminescence (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
A water treatment agent comprising: a (meth) acrylic acid-based polymer containing a structural unit derived from (meth) acrylic acid, and a sulfonated pyrene-based compound, wherein the pH of the water treatment agent is more than 2 and less than 12.
Description
Technical Field
The present invention relates to a water treatment agent used for a cooling water system, which contains a (meth) acrylic acid-based polymer and a sulfonated pyrene-based compound as a tracer.
Background
Conventionally, in cooling water systems, various water treatment agents containing chemically acting components (hereinafter, also referred to as active components) such as corrosion inhibitors, scale inhibitors, bactericides, algicides and the like have been used in order to prevent corrosion and scale formation of metal members used in the cooling water systems, and to prevent growth of microorganisms such as bacteria and algae in the cooling water systems.
In a cooling water system to which a water treatment agent used for such a purpose is added, in order to exhibit a high chemical action and maintain the effect, concentration management of an active ingredient derived from the water treatment agent is continuously performed at an important position in a flow path of the cooling water.
For the control of the concentration of the active ingredient originating in the added water treatment agent, it is desirable to measure the concentration of the active ingredient itself, but depending on the kind of the active ingredient, it may be difficult to measure the concentration simply and quickly. In addition, several kinds of active ingredients may be used in combination, and in this case, it is difficult to accurately measure the concentration of each active ingredient.
To solve such a problem, the following methods are proposed: a water treatment agent containing a tracer substance is added to a cooling water system together with an active ingredient, and the concentration of the active ingredient in the cooling water is controlled by measuring the tracer substance in the cooling water.
For example, patent document 1 proposes a water treatment agent that can stably perform concentration management, the water treatment agent being adjusted to a pH of 2 or less, the water treatment agent containing a water-soluble polymer containing a chemically active carboxylic acid or a carboxylate as a monomer unit, and a sulfonated pyrene-based compound as a tracer. Patent document 2 proposes a water treatment agent that can stably manage concentration, the water treatment agent having a pH adjusted to 12 or more and containing a water-soluble polymer containing a chemically active carboxylic acid or a carboxylate as a monomer unit, and a sulfonated pyrene compound as a tracer.
Documents of the prior art
Patent document
Patent document 1: japanese laid-open patent publication (JP 2015-188813)
Patent document 2: japanese laid-open patent publication No. 2015-188814
Disclosure of Invention
Problems to be solved by the invention
Since the sulfonated pyrene compound contained in the water treatment agent described in the above-mentioned comparative documents 1 and 2 is a fluorescent substance, the concentration of the sulfonated pyrene compound can be measured by using a fluorescence photometer. Therefore, when the water treatment agent added to the cooling water system contains the same compound, the concentration of the sulfonated pyrene compound in the cooling water can be measured on site by providing a fluorescence photometer at an important position in the flow path of the cooling water, and the concentration of the active ingredient derived from the water treatment agent in the cooling water can be calculated based on the measured value.
However, the sulfonated pyrene compound is decomposed by sunlight, particularly, ultraviolet rays, and when it is dissolved in water together with a polymer having a chemical action, the decomposition is further accelerated. In addition, in a cooling tower apparatus or the like which is generally installed outdoors in a building or used in an environment exposed to sunlight such as a roof, unless a storage part of the sulfonated pyrene compound or a supply path to cooling water is highly shielded from light, the concentration of an active ingredient obtained from a measurement result of the sulfonated pyrene compound becomes less reliable. In order to solve such a problem, it is necessary to adjust the pH of the water treatment agent to an acidic solution of 2 or less or an alkaline solution of 12 or more so that the sulfonated pyrene compound is not decomposed even under irradiation of sunlight and is not decomposed at an increased speed even when dissolved in water together with a polymer having a chemical action, and there is a problem that the degree of freedom of the pH of the water treatment agent is low.
The present invention has been made to solve the above-described problems, and an object thereof is to provide a water treatment agent in which the decomposition of a sulfonated pyrene compound is suppressed and the degree of freedom of pH is high.
Means for solving the problems
The present invention has been accomplished based on the following findings, and can provide: by using a (meth) acrylic acid-based polymer containing a structural unit derived from (meth) acrylic acid and a sulfonated pyrene-based compound in combination, the water treatment agent is suppressed in decomposition of the sulfonated pyrene-based compound and has a high degree of freedom of pH.
Namely, the present invention provides the following [1] to [7 ].
[1] A water treatment agent comprising: (meth) acrylic acid-based polymer containing structural unit derived from (meth) acrylic acid, and
a sulfonated pyrene-based compound, wherein,
the pH of the water treatment agent is more than 2 and less than 12.
[2] The water treatment agent according to the above [1], wherein the sulfonated pyrene-based compound is at least 1 selected from pyrene tetrasulfonic acid and pyrenetetrasulfonic acid salt.
[3] The water treatment agent according to the above [1] or [2], wherein the sulfonated pyrene-based compound is 1,3,6, 8-pyrenetetrasulfonic acid tetrasodium salt.
[4] The water treatment agent according to any one of the above [1] to [3], wherein the (meth) acrylic acid-based polymer is a polymer containing a structural unit derived from (meth) acrylic acid and a structural unit derived from a sulfonic acid group-containing compound, and a salt thereof.
[5] The water treatment agent according to any one of the above [1] to [4], wherein the (meth) acrylic acid-based polymer is a polymer containing a structural unit derived from at least 1 kind selected from acrylic acid and a salt thereof, and a structural unit derived from at least 1 kind selected from 2-acrylamido-2-methylpropanesulfonic acid and a salt thereof, and a salt thereof.
[6] The water treatment agent according to any one of the above [1] to [5], wherein the (meth) acrylic acid-based polymer is a polymer containing a structural unit derived from (meth) acrylic acid and a structural unit derived from an allyl ether compound, and a salt thereof.
[7] The water treatment agent according to any one of the above [1] to [6], wherein the (meth) acrylic acid-based polymer is a polymer containing a structural unit derived from at least 1 kind selected from acrylic acid and salts thereof and a structural unit derived from at least 1 kind selected from 3-allyloxy-2-hydroxy-1-propanesulfonic acid and salts thereof, and a salt thereof.
ADVANTAGEOUS EFFECTS OF INVENTION
According to the present invention, there can be provided: a water treatment agent in which the decomposition of a sulfonated pyrene compound is suppressed and the degree of freedom of pH is high.
Drawings
FIG. 1 shows the change with time in the residual ratio of fluorescence intensity in example 1
FIG. 2 shows the change with time in the residual ratio of fluorescence intensity in example 2
FIG. 3 shows the change with time in the residual ratio of fluorescence intensity in comparative example 1
Detailed Description
The present invention will be described in detail below.
In the present specification, "(meth) acrylic acid" means acrylic acid and/or methacrylic acid, and the expressions of "(meth) acrylate" and "(meth) acryloyl group" are also the same.
Further, for a preferable numerical range (for example, a range of a content or the like), the lower limit value and the upper limit value described in the stepwise may be independently combined. For example, from the description of "preferably 10 to 90, more preferably 30 to 60", the "preferable lower limit value (10)" and the "more preferable upper limit value (60)" may be combined to obtain "10 to 60".
[ Water treatment agent ]
The water treatment agent of the present invention comprises: a (meth) acrylic polymer containing a structural unit derived from (meth) acrylic acid, and a sulfonated pyrene compound. The water treatment agent of the present invention has a pH of more than 2 and less than 12, and is characterized by a high degree of freedom in pH.
The water treatment agent of the present invention is added to industrial water or tap water used as cooling water or to treated water obtained by subjecting the industrial water or tap water to degassing treatment, softening treatment, filtration treatment or the like in a cooling water system for the purpose of controlling the concentration of an active ingredient derived from the water treatment agent and for at least 1 purpose selected from the group consisting of preventing corrosion and scale formation of a metal member used in the cooling water system and preventing growth of microorganisms such as bacteria and algae in the cooling water system. The water treatment agent of the present invention may be used in combination with a water treatment agent different from the water treatment agent of the present invention.
From the viewpoint of ease of pH adjustment, the water treatment agent of the present invention preferably has a pH of 3 to 10, more preferably a pH of 4 to 9, and even more preferably a pH of 5 to 8.
(meth) acrylic polymer
In the present invention, the (meth) acrylic polymer is a polymer containing a structural unit derived from (meth) acrylic acid.
By including the (meth) acrylic acid-based polymer in the water treatment agent, the decomposition of the sulfonated pyrene-based compound can be suppressed in a wide range in which the pH of the water treatment agent exceeds 2 and is less than 12. That is, the degree of freedom of the pH of the water treatment agent can be improved.
The (meth) acrylic acid-based polymer is not particularly limited as long as it is an effective component having an effect of inhibiting decomposition of the sulfonated pyrene-based compound and preventing corrosion and scaling of a metal member used in a cooling water system, and preferably at least 1 selected from the following (a) to (C) from the viewpoint of further inhibiting decomposition of the sulfonated pyrene-based compound.
(A) Polymer composed of structural units derived only from (meth) acrylic acid and salt thereof
(B) Polymer containing structural unit derived from (meth) acrylic acid and structural unit derived from sulfonic acid group-containing compound, and salt thereof
(C) Polymer comprising structural unit derived from (meth) acrylic acid and structural unit derived from allyl ether compound, and salt thereof
(D) Polymer comprising structural unit derived from (meth) acrylic acid, structural unit derived from sulfonic acid group-containing compound, and structural unit derived from substituted acrylamide compound, and salt thereof
Examples of the (meth) acrylic acid in (a) to (D) include acrylic acid, methacrylic acid, and salts thereof. Examples of the salt of (meth) acrylic acid include sodium salt, potassium salt, and ammonium salt. Among these, Acrylic Acid (AA) is preferable from the viewpoint of further suppressing the decomposition of the sulfonated pyrene-based compound. These may be used alone in 1 kind or in combination of 2 or more kinds.
Examples of the sulfonic acid group-containing compound in (B) and (D) include 2- (meth) acrylamido-2-methylpropanesulfonic acid and salts thereof, (meth) allylsulfonic acid, vinylsulfonic acid, styrenesulfonic acid and salts thereof, and 2-sulfoethyl methacrylate. Examples of the salt of the sulfonic acid group-containing compound in (B) and (D) include sodium salt, potassium salt, and ammonium salt. Among these, from the viewpoint of corrosion prevention, scale inhibition, and the like, 2- (meth) acrylamido-2-methylpropanesulfonic acid and salts thereof, and styrenesulfonic acid and salts thereof are preferable, and 2-acrylamido-2-methylpropanesulfonic Acid (AMPS) and salts thereof are more preferable. These may be used alone in 1 kind or in combination of 2 or more kinds.
Examples of the allyl ether compound in (C) include 3- (meth) allyloxy-2-hydroxy-1-propanesulfonic acid and a salt thereof, and 3- (meth) allyloxy-1-hydroxy-2-propanesulfonic acid and a salt thereof. Examples of the salt of the allyl ether compound in (C) include sodium salt, potassium salt, and ammonium salt. Among these, from the viewpoint of corrosion prevention, scale inhibition, and the like, 3- (meth) allyloxy-2-hydroxy-1-propanesulfonic acid and salts thereof are preferred, 3-allyloxy-2-hydroxy-1-propanesulfonic acid (HAPS) and salts thereof are more preferred, and sodium 3-allyloxy-2-hydroxy-1-propanesulfonate is further preferred. These may be used alone in 1 kind or in combination of 2 or more kinds.
Examples of the acrylamide compound in (D) include N, N-dimethylacrylamide, N-isopropylacrylamide, t-butylacrylamide and the like. Among these, tert-butylacrylamide is preferable from the viewpoint of corrosion prevention, scale inhibition, and the like. These may be used alone in 1 kind or in combination of 2 or more kinds.
From the viewpoint of further suppressing the decomposition of the sulfonated pyrene compound, (a) is preferably a polymer derived from 1 kind selected from acrylic acid and a salt thereof, and a salt thereof.
As (B), from the viewpoint of corrosion prevention, scale inhibition, and the like, preferred are: a polymer and a salt thereof, each of which comprises a structural unit derived from at least 1 selected from acrylic acid and salts thereof and a structural unit derived from at least 1 selected from 2- (meth) acrylamido-2-methylpropanesulfonic acid and salts thereof; and polymers and salts thereof containing a structural unit derived from at least 1 selected from acrylic acid and salts thereof, a structural unit derived from at least 1 selected from 2- (meth) acrylamido-2-methylpropanesulfonic acid and salts thereof, and a structural unit derived from at least 1 selected from styrenesulfonic acid and salts thereof, more preferably: a polymer and a salt thereof, each of which comprises a structural unit derived from at least 1 selected from acrylic acid and salts thereof and a structural unit derived from at least 1 selected from 2-acrylamido-2-methylpropanesulfonic Acid (AMPS) and salts thereof; and a polymer and a salt thereof containing a structural unit derived from at least 1 selected from acrylic acid and salts thereof, a structural unit derived from at least 1 selected from 2-acrylamido-2-methylpropanesulfonic acid and salts thereof, and a structural unit derived from at least 1 selected from styrenesulfonic acid and salts thereof, and further preferably: a polymer comprising a structural unit derived from at least 1 selected from acrylic acid and salts thereof and a structural unit derived from at least 1 selected from 2-acrylamido-2-methylpropanesulfonic acid and salts thereof, and a salt thereof.
As (C), from the viewpoint of corrosion prevention, scale inhibition, and the like, preferred are: a polymer comprising a structural unit derived from at least 1 selected from acrylic acid and salts thereof, and a structural unit derived from at least 1 selected from 3- (meth) allyloxy-2-hydroxy-1-propanesulfonic acid and salts thereof, and more preferably: a polymer comprising a structural unit derived from at least 1 selected from acrylic acid and salts thereof, and a structural unit derived from at least 1 selected from 3-allyloxy-2-hydroxy-1-propanesulfonic acid (HAPS) and salts thereof, and salts thereof.
As (D), from the viewpoint of corrosion prevention, scale inhibition, and the like, preferred are: a polymer comprising a structural unit derived from at least 1 selected from acrylic acid and salts thereof, a structural unit derived from at least 1 selected from 2- (meth) acrylamido-2-methylpropanesulfonic acid and salts thereof, and a structural unit derived from t-butylacrylamide, and salts thereof, more preferably: a polymer comprising a structural unit derived from at least 1 selected from acrylic acid and salts thereof, a structural unit derived from at least 1 selected from 2-acrylamido-2-methylpropanesulfonic acid and salts thereof, and a structural unit derived from t-butylacrylamide, and salts thereof.
The arrangement of the structural units in the above (a) to (D) is not particularly limited, and may be any of a random copolymer, an alternating polymer, a block copolymer, and a graft copolymer. The number of the (a) to (D) may be 1 or 2 or more.
The polymers (B) to (D) and salts thereof may have a different constitutional unit derived from another monomer from the respective constitutional units. The content thereof is preferably 50% by mass or less, more preferably 30% by mass or less, and further preferably 20% by mass or less, based on the total mass of the polymer and the salt thereof including the respective structural units.
Examples of the other monomer include 1 or 2 or more of a carboxylic acid compound, a monoethylenically unsaturated hydrocarbon compound, an alkyl ester of a monoethylenically unsaturated acid, a vinyl ester of a monoethylenically unsaturated acid, a substituted acrylamide compound, an N-vinyl monomer compound, a hydroxyl group-containing unsaturated monomer compound, (meth) acrylic acid ester, an aromatic unsaturated monomer compound, and a sulfonic acid compound.
The salt of the polymer in the above (a) to (D) can be obtained, for example, by producing a polymer containing each of the structural units and then neutralizing the polymer. Further, the component derived from the structural unit of the polymer may be obtained by polymerization using a salt of a monomer (for example, acrylate salt or the like). The salt of the polymer thus obtained is not limited to a completely neutralized product of the polymer, and may be a partially neutralized product.
Examples of the salt of the polymer in the above (A) to (D) include alkali metal salts such as sodium salt and potassium salt, ammonium salt, and amine salt. These salts can be appropriately selected depending on the desired chemical action, cooling water system and the like, and suitable salts can be used.
The (meth) acrylic polymer may be used alone in 1 kind, or may be used in combination in 2 or more kinds. That is, the (meth) acrylic polymer may be used alone in 1 kind of each of the (meth) acrylic polymers (a) to (C), or may be used in combination of 2 or more kinds such as a combination of the (meth) acrylic polymers (a) and (B).
Among the above (a) to (D), from the viewpoint of further suppressing the decomposition of the sulfonated pyrene-based compound, (B) and (C) are preferable, and more preferable are: a polymer and a salt thereof, each of which comprises a structural unit derived from at least 1 selected from acrylic acid and salts thereof and a structural unit derived from at least 1 selected from 2-acrylamido-2-methylpropanesulfonic acid and salts thereof; and a polymer and a salt thereof containing a structural unit derived from at least 1 selected from acrylic acid and salts thereof and a structural unit derived from at least 1 selected from 3-allyloxy-2-hydroxy-1-propanesulfonic acid and salts thereof.
The weight average molecular weight of the (meth) acrylic polymer or a salt thereof is preferably 1000 to 100000, more preferably 2000 to 50000, still more preferably 5000 to 30000, and still more preferably 8000 to 20000. When the weight average molecular weight is within the above range, decomposition of the sulfonated pyrene compound can be suppressed.
The weight average molecular weight is a weight average molecular weight in terms of standard polystyrene determined by Gel Permeation Chromatography (GPC).
The content of the (meth) acrylic acid-based polymer in the water treatment agent is not particularly limited, and is preferably 1% by mass or more, more preferably 3% by mass or more, and even more preferably 4% by mass or more from the viewpoint of suppressing decomposition of the sulfonated pyrene-based compound, and is preferably 40% by mass or less, more preferably 30% by mass or less, and even more preferably 25% by mass or less from the viewpoint of ease of treatment and viscosity.
The content of the (meth) acrylic acid-based polymer in the active ingredient of the water treatment agent is preferably 80% by mass or more, more preferably 90% by mass or more, further preferably 95% by mass or more, and further preferably 99% by mass or more, from the viewpoint of suppressing decomposition of the sulfonated pyrene-based compound.
In the present invention, the effective component is a component obtained by removing a solvent such as water from a water treatment agent.
When the water treatment agent of the present invention is added to a cooling water system, the concentration of the (meth) acrylic acid-based polymer in the cooling water system is preferably added so as to be 0.1mg/L or more and 100mg/L or less, more preferably 0.5mg/L or more and 50mg/L or less, and still more preferably 1mg/L or more and 10mg/L or less, from the viewpoint of suppressing the decomposition of the sulfonated pyrene-based compound and from the viewpoint of exerting at least 1 effect selected from the group consisting of corrosion prevention and scale inhibition.
< sulfonated pyrene-based Compound >
The sulfonated pyrene-based compound is a fluorescent substance and is a tracer for indirectly measuring the concentrations of the (meth) acrylic acid-based polymer derived from the water treatment agent and other active ingredients contained in the cooling water to which the water treatment agent of the present invention is added by a fluorometric method.
As the sulfonated pyrene-based compound, various compounds can be used as long as they can function as a tracer substance for the (meth) acrylic acid-based polymer and other active ingredients contained in the water treatment agent, and for example, pyrenesulfonic acid or a salt thereof is preferably used. Pyrene sulfonic acid salt is usually an alkali metal salt such as sodium salt. Can also be used in appropriate combination with pyrenesulfonic acid and its salt.
Pyrenesulfonic acid or a salt thereof is not particularly limited as long as the substitution number of each of the sulfonic groups or sulfonic acid bases is chemically acceptable, but from the viewpoint of availability, one substituted with four sulfonic groups or sulfonic acid bases, that is, pyrenetetrasulfonic acid or a salt thereof is preferable, and 1,3,6, 8-pyrenetetrasulfonic acid or a salt thereof (for example, tetrasodium salt) is more preferable. It can also be used in appropriate combination with pyrenetetrasulfonic acid and salts thereof.
The content of the sulfonated pyrene compound in the water treatment agent is not particularly limited, but is preferably 0.001 mass% or more, more preferably 0.005 mass% or more, and even more preferably 0.008 mass% or more from the viewpoint of stable concentration control, and is preferably 1 mass% or less, more preferably 0.5 mass% or less, and even more preferably 0.1 mass% or less from the viewpoint of cost reduction.
The content of the sulfonated pyrene compound in the active ingredient of the water treatment agent is preferably 0.005 mass% or more, more preferably 0.025 mass% or more, and still more preferably 0.04 mass% or more, from the viewpoint of stable concentration control, and is preferably 5 mass% or less, more preferably 2.5 mass% or less, and still more preferably 0.5 mass% or less, from the viewpoint of cost reduction.
When the water treatment agent of the present invention is added to a cooling water system, the concentration of the sulfonated pyrene compound in the cooling water system is preferably 0.01mg/L or more and 10mg/L or less, more preferably 0.02mg/L or more and 5mg/L or less, and still more preferably 0.05mg/L or more and 3mg/L or less, from the viewpoint of stable concentration control.
The pH of the water treatment agent of the present invention can be adjusted by adding an aqueous solution of an inorganic acid such as hydrochloric acid, sulfuric acid, or nitric acid, an aqueous solution of an alkali metal hydroxide such as sodium hydroxide or potassium hydroxide, or the like.
The water treatment agent of the present invention may contain an active ingredient other than the (meth) acrylic acid-based polymer and the sulfonated pyrene-based compound, depending on the purpose of use thereof, within a range not to impair the effect of the present invention. For example, other additives other than (meth) acrylic polymers, such as preservatives, scale inhibitors, bactericides, algicides, dispersants, slime control agents, strippers, and defoaming agents, may be used in combination.
Examples
The present invention will be described in more detail below, but the present invention is not limited to the following examples.
[ (meth) acrylic acid-based Polymer ]
In the following examples, details of the polymer used as the (meth) acrylic polymer are shown below.
In the following, the structural units of the polymer are represented by the names of the components (monomers) from which they are derived. AA is acrylic acid, AMPS is 2-acrylamido-2-methylpropanesulfonic acid, HAPS is 3-allyloxy-2-hydroxy-1-propanesulfonic acid sodium salt.
(meth) acrylic polymer (i): "ACUSOL 587" (AA/AMPS copolymer, manufactured by Dow Chemical Company, monomer ratio AA: AMPS: 79: 21, weight average molecular weight: 11000)
(meth) acrylic polymer (ii): "GL 386" (AA/HAPS copolymer, manufactured by JAN CATALYST Co., Ltd., monomer ratio AA: HAPS: 80: 20, weight average molecular weight: 9310)
[ sulfonated pyrene-based Compound ]
In the following examples and comparative examples, compounds used as sulfonated pyrene-based compounds are shown below.
1,3,6, 8-pyrenetetrasulfonic acid tetrasodium salt (manufactured by Spectra Colors Corporation)
< example 1 >
An aqueous solution was prepared by adding and mixing (meth) acrylic acid polymer (i) and 1,3,6, 8-pyrenetetrasulfonic acid tetrasodium salt to pure water so that the concentration of (meth) acrylic acid polymer (i) was 20 mass% and the concentration of 1,3,6, 8-pyrenetetrasulfonic acid tetrasodium salt was 0.01 mass%. Sulfuric acid or sodium hydroxide was added to the aqueous solution to obtain water treatment agents having pH of 4.0, 6.4 and 11.1.
The water treatment agents having respective pH values immediately after production were excited with 365nm light by using a spectrofluorometer "opti-check" (manufactured by TURER DESIGN Co., Ltd.) and then the fluorescence intensity at a fluorescence wavelength of 400nm was measured (hereinafter referred to as "standard fluorescence intensity").
Next, 100mL of each water treatment agent having the respective pH values was placed in polyethylene containers having different 100mL capacities, and the polyethylene containers containing the water treatment agents were placed outdoors on a sunny day and exposed to direct sunlight. 1 hour after the start of exposure, the fluorescence intensity at the fluorescence wavelength of 385nm was measured for the water treatment agent having each pH value after exposure in the same manner as described above using the spectrofluorometer, and the residual ratio of the fluorescence intensity to the standard fluorescence intensity (fluorescence intensity of the water treatment agent after exposure for 1 hour/standard fluorescence intensity X100: unit%) was determined. In the present invention, the more the residual ratio of the fluorescence intensity with respect to the reference fluorescence intensity is close to 100%, the more the decomposition of the sulfonated pyrene compound does not proceed.
Similarly to the above, 100mL of each of the water treatment agents having the respective pH values was placed in different polyethylene containers, the polyethylene containers containing the water treatment agents were placed outdoors on a sunny day for 3 hours, and exposed to direct sunlight, and the residual ratio of the fluorescence intensity with respect to the standard fluorescence intensity (fluorescence intensity of the water treatment agent after exposure for 3 hours/standard fluorescence intensity × 100: unit%) was also determined for the water treatment agents.
The results are shown in table 1, and the change with time of the fluorescence intensity residual rate (%) is shown in fig. 1.
< example 2 >
In example 1, the fluorescence intensity residual rate was determined by measuring the standard fluorescence intensity of the water treatment agent having each pH value, the fluorescence intensity of the water treatment agent after 1 hour of exposure, and the fluorescence intensity of the water treatment agent after 3 hours of exposure, except that the (meth) acrylic acid-based polymer (ii) was used instead of the (meth) acrylic acid-based polymer (i) and the pH of the water treatment agent was set to 4.1 and 10.8.
The results are shown in table 1, and the change with time of the fluorescence intensity residual rate (%) is shown in fig. 2.
< comparative example 1 >
In example 1, the fluorescence intensity residual ratio was determined by measuring the standard fluorescence intensity of the water treatment agent having each pH value, the fluorescence intensity of the water treatment agent after 1 hour of exposure, and the fluorescence intensity of the water treatment agent after 3 hours of exposure, except that polymaleic acid "Belclene 272" (manufactured by BWA corporation, weight average molecular weight: 1304) was used instead of the (meth) acrylic acid-based polymer (i), and the pH of the water treatment agent was set to 6.2 and 11.1.
The results are shown in table 1, and the change with time of the fluorescence intensity residual rate (%) is shown in fig. 3.
[ Table 1]
TABLE 1
As can be seen from Table 1 and FIGS. 1 to 3: the water treatment agent containing the sulfonated pyrene-based compound and the (meth) acrylic acid-based polymer and having a pH of more than 2 and less than 12 can suppress decomposition of the sulfonated pyrene-based compound.
Claims (7)
1. A water treatment agent comprising:
(meth) acrylic acid-based polymer containing structural unit derived from (meth) acrylic acid, and
a sulfonated pyrene-based compound, wherein,
the pH of the water treatment agent is more than 2 and less than 12.
2. The water treatment agent according to claim 1, wherein the sulfonated pyrene-based compound is at least 1 selected from pyrene tetrasulfonic acid and pyrenetetrasulfonic acid salt.
3. The water treatment agent according to claim 1 or 2, wherein the sulfonated pyrene-based compound is 1,3,6, 8-pyrenetetrasulfonic acid tetrasodium salt.
4. The water treatment agent according to any one of claims 1 to 3, wherein the (meth) acrylic acid-based polymer is a polymer containing a structural unit derived from (meth) acrylic acid and a structural unit derived from a sulfonic acid group-containing compound, and a salt thereof.
5. The water treatment agent according to any one of claims 1 to 4, wherein the (meth) acrylic acid-based polymer is a polymer and a salt thereof, the polymer comprising a structural unit derived from at least 1 selected from acrylic acid and a salt thereof, and a structural unit derived from at least 1 selected from 2-acrylamido-2-methylpropanesulfonic acid and a salt thereof.
6. The water treatment agent according to any one of claims 1 to 5, wherein the (meth) acrylic acid-based polymer is a polymer containing a structural unit derived from (meth) acrylic acid and a structural unit derived from an allyl ether compound, and a salt thereof.
7. The water treatment agent according to any one of claims 1 to 6, wherein the (meth) acrylic acid-based polymer is a polymer comprising a structural unit derived from at least 1 kind selected from acrylic acid and salts thereof, and a structural unit derived from at least 1 kind selected from 3-allyloxy-2-hydroxy-1-propanesulfonic acid and salts thereof, and salts thereof.
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| US5023000A (en) * | 1990-05-10 | 1991-06-11 | Nalco Chemical Company | Oligomer-containing phosphate scale inhibitors |
| GB9125115D0 (en) * | 1991-11-23 | 1992-01-22 | Ciba Geigy Ag | Corrosion and/or scale inhibition |
| BR9503967A (en) * | 1994-09-12 | 1996-09-24 | Rohm & Haas | Process of inhibiting scale formation |
| US20080169243A1 (en) * | 2007-01-11 | 2008-07-17 | Dave Bhasker B | Method of inhibiting scale formation and deposition in desalination systems |
| JP6245443B2 (en) * | 2014-03-27 | 2017-12-13 | 三浦工業株式会社 | Water treatment agent |
| CA3068248A1 (en) * | 2017-06-27 | 2019-01-03 | Nch Corporation | Composition and method for inhibiting corrosion and scale |
| CN111094507A (en) * | 2017-08-01 | 2020-05-01 | 诺力昂化学品国际有限公司 | Water-soluble pyrenetrisulfonic acid polymer and preparation method thereof |
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