CN117417522B - Hyperbranched polyether scale inhibitor and preparation method thereof - Google Patents
Hyperbranched polyether scale inhibitor and preparation method thereof Download PDFInfo
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- CN117417522B CN117417522B CN202311351819.8A CN202311351819A CN117417522B CN 117417522 B CN117417522 B CN 117417522B CN 202311351819 A CN202311351819 A CN 202311351819A CN 117417522 B CN117417522 B CN 117417522B
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- hyperbranched polyether
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- 239000004721 Polyphenylene oxide Substances 0.000 title claims abstract description 43
- 229920000570 polyether Polymers 0.000 title claims abstract description 43
- 239000002455 scale inhibitor Substances 0.000 title claims abstract description 24
- 238000002360 preparation method Methods 0.000 title claims abstract description 11
- 229920002521 macromolecule Polymers 0.000 claims abstract description 22
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims abstract description 15
- 150000001413 amino acids Chemical class 0.000 claims abstract description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 19
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 15
- 238000006243 chemical reaction Methods 0.000 claims description 14
- 229920000056 polyoxyethylene ether Polymers 0.000 claims description 12
- 229940051841 polyoxyethylene ether Drugs 0.000 claims description 12
- 238000003756 stirring Methods 0.000 claims description 9
- 235000001014 amino acid Nutrition 0.000 claims description 8
- 239000003054 catalyst Substances 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 8
- -1 poly (3-ethyl-3-hydroxymethyl butylene Chemical group 0.000 claims description 8
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 claims description 7
- 229910052938 sodium sulfate Inorganic materials 0.000 claims description 7
- 235000011152 sodium sulphate Nutrition 0.000 claims description 7
- 239000000126 substance Substances 0.000 claims description 7
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 6
- 239000002904 solvent Substances 0.000 claims description 6
- KZMGYPLQYOPHEL-UHFFFAOYSA-N Boron trifluoride etherate Chemical compound FB(F)F.CCOCC KZMGYPLQYOPHEL-UHFFFAOYSA-N 0.000 claims description 5
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 5
- 239000011734 sodium Substances 0.000 claims description 5
- 229910052708 sodium Inorganic materials 0.000 claims description 5
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 claims description 5
- 238000010438 heat treatment Methods 0.000 claims description 4
- CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 claims description 3
- 235000003704 aspartic acid Nutrition 0.000 claims description 3
- OQFSQFPPLPISGP-UHFFFAOYSA-N beta-carboxyaspartic acid Natural products OC(=O)C(N)C(C(O)=O)C(O)=O OQFSQFPPLPISGP-UHFFFAOYSA-N 0.000 claims description 3
- 238000010791 quenching Methods 0.000 claims description 3
- 230000000171 quenching effect Effects 0.000 claims description 3
- XUHHZNLAPUWRHH-UHFFFAOYSA-N 3-butyl-1-methyl-1,2-dihydroimidazol-1-ium;methanesulfonate Chemical compound CS(O)(=O)=O.CCCCN1CN(C)C=C1 XUHHZNLAPUWRHH-UHFFFAOYSA-N 0.000 claims description 2
- 238000001816 cooling Methods 0.000 claims description 2
- 238000004821 distillation Methods 0.000 claims description 2
- 238000004108 freeze drying Methods 0.000 claims description 2
- 239000002608 ionic liquid Substances 0.000 claims description 2
- 238000002156 mixing Methods 0.000 claims description 2
- 229920000728 polyester Polymers 0.000 claims description 2
- 230000001376 precipitating effect Effects 0.000 claims description 2
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims 1
- 230000005764 inhibitory process Effects 0.000 abstract description 20
- 239000000047 product Substances 0.000 description 9
- 150000002191 fatty alcohols Chemical class 0.000 description 6
- NPNGSPWMEWDRFX-UHFFFAOYSA-N (3-ethyloxolan-3-yl)methanol Chemical compound CCC1(CO)CCOC1 NPNGSPWMEWDRFX-UHFFFAOYSA-N 0.000 description 5
- 239000013078 crystal Substances 0.000 description 5
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 4
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 4
- 239000000498 cooling water Substances 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- UBXAKNTVXQMEAG-UHFFFAOYSA-L strontium sulfate Chemical compound [Sr+2].[O-]S([O-])(=O)=O UBXAKNTVXQMEAG-UHFFFAOYSA-L 0.000 description 4
- 229910017053 inorganic salt Inorganic materials 0.000 description 3
- 239000002244 precipitate Substances 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 229910000019 calcium carbonate Inorganic materials 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 238000011056 performance test Methods 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000010668 complexation reaction Methods 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000000502 dialysis Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000668 effect on calcium Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 238000005342 ion exchange Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005272 metallurgy Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000002808 molecular sieve Substances 0.000 description 1
- 239000003345 natural gas Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000003209 petroleum derivative Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000005086 pumping Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- 238000005063 solubilization Methods 0.000 description 1
- 230000007928 solubilization Effects 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F5/00—Softening water; Preventing scale; Adding scale preventatives or scale removers to water, e.g. adding sequestering agents
- C02F5/08—Treatment of water with complexing chemicals or other solubilising agents for softening, scale prevention or scale removal, e.g. adding sequestering agents
- C02F5/10—Treatment of water with complexing chemicals or other solubilising agents for softening, scale prevention or scale removal, e.g. adding sequestering agents using organic substances
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/04—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers only
- C08G65/22—Cyclic ethers having at least one atom other than carbon and hydrogen outside the ring
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/26—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
- C08G65/2603—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen
- C08G65/2606—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen containing hydroxyl groups
- C08G65/2609—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen containing hydroxyl groups containing aliphatic hydroxyl groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/32—Polymers modified by chemical after-treatment
- C08G65/329—Polymers modified by chemical after-treatment with organic compounds
- C08G65/333—Polymers modified by chemical after-treatment with organic compounds containing nitrogen
- C08G65/33396—Polymers modified by chemical after-treatment with organic compounds containing nitrogen having oxygen in addition to nitrogen
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G83/00—Macromolecular compounds not provided for in groups C08G2/00 - C08G81/00
- C08G83/002—Dendritic macromolecules
- C08G83/005—Hyperbranched macromolecules
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G83/00—Macromolecular compounds not provided for in groups C08G2/00 - C08G81/00
- C08G83/002—Dendritic macromolecules
- C08G83/005—Hyperbranched macromolecules
- C08G83/006—After treatment of hyperbranched macromolecules
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/54—Improvements relating to the production of bulk chemicals using solvents, e.g. supercritical solvents or ionic liquids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Water Supply & Treatment (AREA)
- Environmental & Geological Engineering (AREA)
- Engineering & Computer Science (AREA)
- Hydrology & Water Resources (AREA)
- Polyethers (AREA)
Abstract
The invention relates to the technical field of scale inhibition, in particular to a hyperbranched polyether scale inhibitor and a preparation method thereof, wherein the hyperbranched polyether scale inhibitor comprises hyperbranched polyether macromolecules, and the hyperbranched polyether macromolecules are obtained by reacting a first-generation product obtained by reacting hyperbranched poly (3-ethyl-3-hydroxymethyl epoxybutane) with ethylene oxide with amino acid.
Description
Technical Field
The invention relates to the technical field of scale inhibition, in particular to a hyperbranched polyether scale inhibitor and a preparation method thereof.
Background
In the development process of various industries such as petrochemical industry, electric power, metallurgy and the like, the industrial cooling water is recycled, so that a large amount of water can be saved, the pollution discharge of the device can be effectively reduced, and the industrial cost is reduced. However, since industrial cooling water contains a large amount of inorganic salts such as CaSO 4 、CaCO 3 And the like, along with the continuous circulation and concentration of cooling water, the inorganic salts in the water are very easy to be converted into water-insoluble scales, so that scales are formed to be attached to a production pipeline, a fluid flow channel in the pipeline is narrowed, the industrial production efficiency and the economic benefit are seriously affected, and sometimes even serious safety accidents occur. It is counted that the economic loss caused by scale is about 100 hundred million yuan each year in China, so the research on the scale inhibition problem of circulating water has a vital role in the economic development of China. Currently, methods for scale inhibition of industrial cooling water are generally physical scale inhibition, mechanical scale inhibition and chemical scale inhibition. Among them, the former two scale inhibition methods are not widely used in industry due to the disadvantages of time and labor consuming, high cost and the like.
The chemical scale inhibition method has the advantages of low cost, high scale inhibition efficiency and the like, so that the chemical scale inhibition method is widely focused, and at present, the most common chemical scale inhibition method is to add a proper amount of scale inhibitor, and although the variety of the scale inhibitor is various, the product quality and the technical level are also continuously improved along with the change of water quality, but the hyperbranched polyether scale inhibitor is rarely reported.
Disclosure of Invention
The invention aims to: aiming at the technical problems, the invention provides a hyperbranched polyether scale inhibitor and a preparation method thereof.
The technical scheme adopted is as follows:
a hyperbranched polyether scale inhibitor comprises hyperbranched polyether macromolecules;
the hyperbranched polyether macromolecule is obtained by reacting a first-generation product obtained by reacting hyperbranched poly (3-ethyl-3-hydroxymethyl epoxybutane) with ethylene oxide with amino acid.
Further, the preparation method of the hyperbranched polyether macromolecules comprises the following steps:
cooling dichloromethane to below 0 ℃, adding boron trifluoride diethyl etherate, uniformly stirring, then dropwise adding 3-ethyl-3-hydroxymethyl epoxybutane into a reaction system, stirring for reacting for 18-36h, dropwise adding ethylene oxide into the reaction system, continuously stirring for reacting for 18-36h, adding water for quenching reaction, adding n-hexane for precipitating a product, dialyzing with water, freeze-drying to obtain a first-generation product, uniformly mixing the first-generation product, amino acid, a catalyst and a solvent, heating to 110-130 ℃ for reacting for 4-8h, and then performing reduced pressure distillation to remove the solvent and water.
Further, the molar ratio of 3-ethyl-3-hydroxymethyl butylene oxide to ethylene oxide is 1:1-10, controlling the length of the branched chain by controlling the amount of ethylene oxide, and increasing the scale inhibition effect along with the increase of the length of the branched chain, wherein the molar ratio is 1:8, the scale inhibition effect starts to decrease as the amount of ethylene oxide continues to increase, probably because too long branches make it difficult for the polyether macromolecules to occupy the inorganic salt crystals, resulting in a decrease in scale inhibition performance.
Further, the amino acid is aspartic acid.
Further, the catalyst is one or more of p-toluenesulfonic acid, a 4A molecular sieve, a polyester catalyst C94 and 1-butyl-3-methylimidazole methane sulfonate ionic liquid.
Further, the solvent is DMF or DMSO.
Further, the weight ratio of the first-generation product, the amino acid and the catalyst is 1:2-5:0.005-0.01.
Further, the preparation method also comprises sodium fatty alcohol polyoxyethylene ether sulfate.
Further, the weight ratio of the fatty alcohol polyoxyethylene ether sodium sulfate to the hyperbranched polyether macromolecules is 1:10-50.
The invention also provides a preparation method of the hyperbranched polyether scale inhibitor, which comprises the following steps:
adding sodium fatty alcohol polyoxyethylene ether sulfate and hyperbranched polyether macromolecules into water, heating to 30-60 ℃, stirring for more than 1h, filtering out insoluble substances, and returning to room temperature.
The invention has the beneficial effects that:
the invention provides a hyperbranched polyether scale inhibitor, which comprises hyperbranched polyether macromolecules and fatty alcohol polyoxyethylene ether sodium sulfate, wherein the structure of the hyperbranched polyether macromolecules is rich in active groups such as ether bond, hydroxyl, carboxyl and amino, precipitation and crystallization of inorganic salt can be reduced through complexation solubilization and ion exchange, so that the inorganic salt is stable in water and does not precipitate out, a good scale inhibition effect is realized, the introduction of the hyperbranched structure can influence the growth of crystals, the regularity of crystals is destroyed, the crystal lattice deformation, the crystal form change and the crystallinity are reduced, the addition of the fatty alcohol polyoxyethylene ether sodium sulfate can improve the dispersion performance of the hyperbranched polyether macromolecules, and the scale inhibition performance of the hyperbranched polyether macromolecules is improved.
Drawings
FIG. 1 is a schematic structural diagram of the hyperbranched polyether macromolecules of example 1.
Detailed Description
The specific conditions are not noted in the examples and are carried out according to conventional conditions or conditions recommended by the manufacturer. The reagents or apparatus used were conventional products commercially available without the manufacturer's attention. The technology not mentioned in the present invention refers to the prior art, and unless otherwise indicated, the following examples and comparative examples are parallel tests, employing the same processing steps and parameters.
Example 1:
the hyperbranched polyether scale inhibitor comprises the following components in percentage by weight: 1 hyperbranched polyether macromolecules and AES fatty alcohol polyoxyethylene ether sodium sulfate;
the preparation method of the hyperbranched polyether macromolecules comprises the following steps:
firstly, a 500mL three-necked flask is provided with a constant pressure dropping funnel, vacuum pumping and nitrogen introducing are repeated before charging, baking is carried out on the three-necked flask with open fire to remove water and air, 150mL of dried dichloromethane is added into the flask, the temperature of the dichloromethane is reduced to 0 ℃ by using an ice-water bath, 6.4mL of boron trifluoride diethyl ether (0.05 mol) is injected into the dichloromethane, 11.6mL (0.1 mol) of 3-ethyl-3-hydroxymethyl butylene oxide is added through the constant pressure dropping funnel, after the reaction is carried out for 24 hours by keeping warm, 1mol of ethylene oxide is added into the reaction solution, after the reaction is carried out, the reaction is carried out for 24 hours by continuously stirring, 5mL of water quenching reaction is carried out on the reaction solution, 500mL of n-hexane precipitate is added, the precipitate is filtered out, the product is obtained after 24 hours by dialysis with deionized water, freezing and drying are carried out, 10g of the product, 30g of aspartic acid, 0.05g of methyl benzene sulfonic acid are uniformly mixed, and after the reaction is carried out for 8 hours at 120 ℃, the temperature is reduced, and water generated by the reaction is distilled off.
The preparation method of the hyperbranched polyether scale inhibitor comprises the following steps:
adding hyperbranched polyether macromolecules and AES fatty alcohol polyoxyethylene ether sodium sulfate into water, wherein the water dosage is 10 times of the weight of the hyperbranched polyether macromolecules, heating to 45 ℃, stirring for 2 hours, filtering out insoluble substances, and recovering the room temperature.
Example 2:
substantially the same as in example 1, except that the molar ratio of 3-ethyl-3-hydroxymethylbutylene oxide to ethylene oxide was 1:8.
example 3:
substantially the same as in example 1, except that the molar ratio of 3-ethyl-3-hydroxymethylbutylene oxide to ethylene oxide was 1:6.
example 4:
substantially the same as in example 1, except that the molar ratio of 3-ethyl-3-hydroxymethylbutylene oxide to ethylene oxide was 1:4.
example 5:
substantially the same as in example 1, except that the molar ratio of 3-ethyl-3-hydroxymethylbutylene oxide to ethylene oxide was 1:2.
example 6:
substantially the same as in example 1, except that the molar ratio of 3-ethyl-3-hydroxymethylbutylene oxide to ethylene oxide was 1:1.
comparative example:
substantially the same as in example 1, except that sodium AES fatty alcohol-polyoxyethylene ether sulfate was not added.
Performance test:
the hyperbranched polyether scale inhibitor prepared in the examples 1-10 of the invention is used as a sample for scale inhibition performance test, the addition amount of the hyperbranched polyether scale inhibitor is 50ml/L, the tests for inhibiting calcium carbonate, calcium sulfate, barium sulfate and strontium sulfate scale are all measured according to the Chinese petroleum and natural gas industry standard SY/T5673-1993 "method for evaluating the performance of scale inhibitor for oil field", and the test results are shown in Table 1.
Table 1:
as shown in the table 1, the hyperbranched polyether scale inhibitor prepared by the invention has good scale inhibition effect on calcium carbonate, calcium sulfate, barium sulfate and strontium sulfate, and the addition of the fatty alcohol polyoxyethylene ether sodium sulfate plays a positive role in improving the scale inhibition effect.
The above embodiments are only for illustrating the technical solution of the present invention, and are not limiting; although the invention has been described in detail with reference to the foregoing embodiments, it will be understood by those of ordinary skill in the art that: the technical scheme described in the foregoing embodiments can be modified or some technical features thereof can be replaced by equivalents; such modifications and substitutions do not depart from the spirit and scope of the technical solutions of the embodiments of the present invention.
Claims (6)
1. The hyperbranched polyether scale inhibitor is characterized by comprising hyperbranched polyether macromolecules;
the hyperbranched polyether macromolecules are obtained by reacting a first-generation product obtained by reacting hyperbranched poly (3-ethyl-3-hydroxymethyl butylene oxide) with ethylene oxide with amino acid;
the preparation method of the hyperbranched polyether macromolecules comprises the following steps:
cooling dichloromethane to below 0 ℃, adding boron trifluoride diethyl etherate, uniformly stirring, then dropwise adding 3-ethyl-3-hydroxymethyl epoxybutane into a reaction system, stirring for reacting for 18-36h, dropwise adding ethylene oxide into the reaction system, continuously stirring for reacting for 18-36h, adding water for quenching reaction, adding n-hexane for precipitating a product, dialyzing with water, freeze-drying to obtain a first-generation product, uniformly mixing the first-generation product, amino acid, a catalyst and a solvent, heating to 110-130 ℃ for reacting for 4-8h, and then performing reduced pressure distillation to remove the solvent and water;
the molar ratio of the 3-ethyl-3-hydroxymethyl epoxybutane to the epoxyethane is 1:4-10;
the amino acid is aspartic acid;
also comprises sodium fatty alcohol polyoxyethylene ether sulfate.
2. The hyperbranched polyether scale inhibitor of claim 1 wherein the catalyst is one or more of p-toluene sulfonic acid, polyester catalyst C94, 1-butyl-3-methylimidazole methane sulfonate ionic liquid.
3. The hyperbranched polyether scale inhibitor of claim 1 wherein the solvent is DMF or DMSO.
4. The hyperbranched polyether scale inhibitor according to claim 1 wherein the weight ratio of the first generation product, amino acid, catalyst is 1:2-5:0.005-0.01.
5. The hyperbranched polyether scale inhibitor of claim 1, wherein the weight ratio of the sodium fatty alcohol polyoxyethylene ether sulfate to the hyperbranched polyether macromolecules is 1:10-50.
6. The method for preparing the hyperbranched polyether scale inhibitor according to claim 5, wherein the aliphatic alcohol polyoxyethylene ether sodium sulfate and the hyperbranched polyether macromolecules are added into water, heated to 30-60 ℃ and stirred for more than 1h, and insoluble substances are filtered out and then the room temperature is restored.
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202311351819.8A CN117417522B (en) | 2023-10-18 | 2023-10-18 | Hyperbranched polyether scale inhibitor and preparation method thereof |
Applications Claiming Priority (1)
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102146158A (en) * | 2010-11-24 | 2011-08-10 | 辽宁奥克化学股份有限公司 | Vinyl amine polyether and preparation method and application thereof |
| CN104830303A (en) * | 2015-05-05 | 2015-08-12 | 中国石油天然气股份有限公司 | Corrosion and scale inhibition foaming drainage agent and preparation method and application thereof |
| CN113717375A (en) * | 2021-10-15 | 2021-11-30 | 江苏钟山新材料有限公司 | Hyperbranched polyether, preparation method and application thereof |
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Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102146158A (en) * | 2010-11-24 | 2011-08-10 | 辽宁奥克化学股份有限公司 | Vinyl amine polyether and preparation method and application thereof |
| CN104830303A (en) * | 2015-05-05 | 2015-08-12 | 中国石油天然气股份有限公司 | Corrosion and scale inhibition foaming drainage agent and preparation method and application thereof |
| CN113717375A (en) * | 2021-10-15 | 2021-11-30 | 江苏钟山新材料有限公司 | Hyperbranched polyether, preparation method and application thereof |
Non-Patent Citations (2)
| Title |
|---|
| DTPA对BaS04垢清除作用的影响因素研究;于洪江;《油田化学》;20150925;第32卷(第3期);427-430 * |
| Synthesis and characterization of PBTCA-modified hyperbranched polyether corrosion and scale inhibitors;Yetao Wang;《Journal of Applied Polymer Science》;20191010;48041 * |
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