CN118005911B - Preparation method of scale inhibitor - Google Patents
Preparation method of scale inhibitor Download PDFInfo
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- CN118005911B CN118005911B CN202410420720.7A CN202410420720A CN118005911B CN 118005911 B CN118005911 B CN 118005911B CN 202410420720 A CN202410420720 A CN 202410420720A CN 118005911 B CN118005911 B CN 118005911B
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- 239000002455 scale inhibitor Substances 0.000 title claims abstract description 49
- 238000002360 preparation method Methods 0.000 title claims abstract description 26
- 239000004094 surface-active agent Substances 0.000 claims abstract description 69
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 claims abstract description 52
- PHOQVHQSTUBQQK-SQOUGZDYSA-N D-glucono-1,5-lactone Chemical compound OC[C@H]1OC(=O)[C@H](O)[C@@H](O)[C@@H]1O PHOQVHQSTUBQQK-SQOUGZDYSA-N 0.000 claims abstract description 44
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims abstract description 30
- COSWCAGTKRUTQV-UHFFFAOYSA-N 1,1,3-trimethylurea Chemical compound CNC(=O)N(C)C COSWCAGTKRUTQV-UHFFFAOYSA-N 0.000 claims abstract description 28
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 claims abstract description 25
- 125000003118 aryl group Chemical group 0.000 claims abstract description 25
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 claims abstract description 25
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims abstract description 22
- CTSLXHKWHWQRSH-UHFFFAOYSA-N oxalyl chloride Chemical compound ClC(=O)C(Cl)=O CTSLXHKWHWQRSH-UHFFFAOYSA-N 0.000 claims abstract description 22
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 claims abstract description 13
- NQGIJDNPUZEBRU-UHFFFAOYSA-N dodecanoyl chloride Chemical compound CCCCCCCCCCCC(Cl)=O NQGIJDNPUZEBRU-UHFFFAOYSA-N 0.000 claims abstract description 13
- 150000004982 aromatic amines Chemical class 0.000 claims abstract description 11
- LFKLPJRVSHJZPL-UHFFFAOYSA-N 1,2:7,8-diepoxyoctane Chemical compound C1OC1CCCCC1CO1 LFKLPJRVSHJZPL-UHFFFAOYSA-N 0.000 claims abstract description 10
- 230000000379 polymerizing effect Effects 0.000 claims abstract description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 42
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 40
- 235000012209 glucono delta-lactone Nutrition 0.000 claims description 40
- 229960003681 gluconolactone Drugs 0.000 claims description 40
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 33
- 238000001035 drying Methods 0.000 claims description 32
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 27
- 229910052757 nitrogen Inorganic materials 0.000 claims description 20
- 239000000203 mixture Substances 0.000 claims description 19
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 18
- 238000002156 mixing Methods 0.000 claims description 16
- 238000003756 stirring Methods 0.000 claims description 16
- 238000000034 method Methods 0.000 claims description 11
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 10
- 238000010438 heat treatment Methods 0.000 claims description 9
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims description 8
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 8
- 238000001816 cooling Methods 0.000 claims description 8
- 238000005406 washing Methods 0.000 claims description 8
- 239000011259 mixed solution Substances 0.000 claims description 7
- 238000001914 filtration Methods 0.000 claims description 6
- 150000003841 chloride salts Chemical class 0.000 claims description 3
- 239000002131 composite material Substances 0.000 claims description 2
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- 230000000052 comparative effect Effects 0.000 description 13
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- 238000006243 chemical reaction Methods 0.000 description 9
- 230000005764 inhibitory process Effects 0.000 description 8
- 238000005457 optimization Methods 0.000 description 8
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
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- 230000000844 anti-bacterial effect Effects 0.000 description 5
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- 108020000946 Bacterial DNA Proteins 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 239000004952 Polyamide Substances 0.000 description 3
- 239000004115 Sodium Silicate Substances 0.000 description 3
- 230000006378 damage Effects 0.000 description 3
- 239000008367 deionised water Substances 0.000 description 3
- 229910021641 deionized water Inorganic materials 0.000 description 3
- 238000000605 extraction Methods 0.000 description 3
- 229920002647 polyamide Polymers 0.000 description 3
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 3
- 229910052911 sodium silicate Inorganic materials 0.000 description 3
- BHPQYMZQTOCNFJ-UHFFFAOYSA-N Calcium cation Chemical compound [Ca+2] BHPQYMZQTOCNFJ-UHFFFAOYSA-N 0.000 description 2
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 230000001580 bacterial effect Effects 0.000 description 2
- 239000012496 blank sample Substances 0.000 description 2
- 239000001110 calcium chloride Substances 0.000 description 2
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- 239000000084 colloidal system Substances 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 230000008595 infiltration Effects 0.000 description 2
- 238000001764 infiltration Methods 0.000 description 2
- KVKFRMCSXWQSNT-UHFFFAOYSA-N n,n'-dimethylethane-1,2-diamine Chemical compound CNCCNC KVKFRMCSXWQSNT-UHFFFAOYSA-N 0.000 description 2
- 238000001243 protein synthesis Methods 0.000 description 2
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- AZUYLZMQTIKGSC-UHFFFAOYSA-N 1-[6-[4-(5-chloro-6-methyl-1H-indazol-4-yl)-5-methyl-3-(1-methylindazol-5-yl)pyrazol-1-yl]-2-azaspiro[3.3]heptan-2-yl]prop-2-en-1-one Chemical compound ClC=1C(=C2C=NNC2=CC=1C)C=1C(=NN(C=1C)C1CC2(CN(C2)C(C=C)=O)C1)C=1C=C2C=NN(C2=CC=1)C AZUYLZMQTIKGSC-UHFFFAOYSA-N 0.000 description 1
- 241000588724 Escherichia coli Species 0.000 description 1
- 241000191967 Staphylococcus aureus Species 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
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- 230000007797 corrosion Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 239000010779 crude oil Substances 0.000 description 1
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- 230000007774 longterm Effects 0.000 description 1
- 239000003129 oil well Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 238000004391 petroleum recovery Methods 0.000 description 1
- 231100000719 pollutant Toxicity 0.000 description 1
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- 239000012730 sustained-release form Substances 0.000 description 1
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a preparation method of a scale inhibitor, and relates to the technical field of scale inhibitors. When the scale inhibitor is prepared, diethylenetriamine reacts with glucolactone firstly, then reacts with 1,2,7, 8-diepoxy octane and trimethyl urea, and finally reacts with lauroyl chloride to prepare the surfactant; the surface active agent is reacted with oxalyl chloride and then with aromatic amine to prepare the aromatic guanidine surface active agent; and polymerizing methyl acrylate and ethylenediamine on the surface of the aromatic guanidine surfactant to prepare the scale inhibitor. The scale inhibitor prepared by the invention has the capabilities of resisting bacteria, high scale removal efficiency and slow release.
Description
Technical Field
The invention relates to the technical field of scale inhibitors, in particular to a preparation method of a scale inhibitor.
Background
With the application of the ternary complex flooding oil extraction technology, a large amount of scale is formed in stratum near a shaft, a production shaft and ground pipeline facilities, the scale is adhered to a reservoir, the stratum and the production pipeline, the scale accumulation can damage oil extraction equipment, even cause a sucker rod to break when serious, an oil well is scrapped, and great economic loss is brought to the oil extraction industry; the oil body flow area is reduced after the pipeline scaling, so that the flow is satisfied, and a larger pressure is needed, so that energy loss is caused, in addition, pipeline corrosion can be caused by long-term scaling in the pipeline, serious even liquid leakage phenomenon occurs, and adverse effect is caused on production.
The pipeline cross-sectional area is reduced due to the influence of scaling, so that the processing capacity of equipment on crude oil is reduced, and the phenomena of reduced petroleum recovery amount and increased recovery cost are caused; the generation of scale on production can cause a lot of losses, for example, scale particles deposit to block oil field pores and prevent the normal operation of oil pipes, valves and other equipment; the most serious harm to the production caused by scaling is that after a pipeline is blocked by the scaling, the local pressure is increased to a certain extent, and the pipeline can burst, so that it is necessary to prepare a scale inhibitor for pipelines, and a preparation method of the scale inhibitor with the advantages of bacteria resistance, high scale removal efficiency and slow release is introduced.
Disclosure of Invention
The invention aims to provide a preparation method of a scale inhibitor, which aims to solve the problems in the prior art.
A preparation method of a scale inhibitor is characterized in that methyl acrylate and ethylenediamine are polymerized on the surface of an aromatic guanidine surfactant.
Preferably, the aromatic guanidine surfactant is prepared by reacting a surfactant with oxalyl chloride and then with an aromatic amine.
Preferably, the surfactant is prepared by reacting diethylenetriamine with gluconolactone, then reacting with 1,2,7, 8-diepoxyoctane and trimethyl urea, and finally reacting with lauroyl chloride.
As optimization, the preparation method of the scale inhibitor mainly comprises the following preparation steps:
(1) Gluconolactone, N-dimethylformamide and diethylenetriamine are mixed according to a molar ratio of 1: 3-5: 1, mixing, reacting for 4-6 hours at 80-100 ℃ at 200-300 r/min, adding 1,2,7, 8-dioxirane with 2 times of the mole amount of gluconolactone and trimethyl urea with 2 times of the mole amount of gluconolactone, reacting for 2-4 hours at 80-100 ℃, cooling to-5 ℃, adding lauroyl chloride with 2 times of the mole amount of gluconolactone and triethylamine with 0.3-0.5 time of the mass of the gluconolactone, reacting for 2-4 hours under the protection of nitrogen, and drying to obtain the surfactant;
(2) Adding oxalyl chloride with the same molar quantity of trimethyl urea into the mixed solution of the surfactant at a constant speed within 8-10 min under the protection of nitrogen at the temperature of-5 ℃, stirring for 100-140 min at the room temperature at the speed of 200-300 r/min, filtering, washing, and drying for 3-5 h at the temperature of 100-140 ℃ to obtain the Wilman chloride surfactant; immersing a Wilman chloride salt surfactant in acetonitrile, adding an aniline mixed solution, stirring for 100-140 min at room temperature of 200-300 r/min, heating to 50-60 ℃, continuing to react for 9-11 h, and drying for 20-24 h at 80-85 ℃ to obtain an aromatic guanidine surfactant;
(3) The aromatic guanidine surfactant and ethylenediamine are mixed according to the mass ratio of 1: and (3) uniformly mixing 0.3-0.35, immersing in methanol, adding methyl acrylate with the molar weight of 0.3-0.35 times of that of ethylenediamine at a constant speed within 100-140 min under the condition of 200-300 r/min, heating to 28-32 ℃, continuously stirring and reacting for 22-26 h, and drying to obtain the scale inhibitor.
As an optimization, the drying conditions in the step (1) are as follows: drying at 80-100 ℃ for 22-24 h.
As optimization, the surfactant mixed solution in the step (2) is prepared by mixing a surfactant and toluene according to a mass ratio of 1: and (3) uniformly mixing 20-30 parts to prepare the composite material.
And (3) washing the substrate in the step (2) for 3-5 times by using toluene.
As optimization, the aniline mixed solution in the step (2) is added in the following manner: dropwise adding the same mole amount of aromatic amine and triethylamine of trimethyl urea into the mixture within 8-10 min at the temperature of-5 ℃ under the protection of nitrogen.
As an optimization, the drying conditions in the step (3) are as follows: and drying at the temperature of between 260 and 270Pa and at the temperature of between 70 and 74 ℃ for 6 to 8 hours.
As an optimization, the preparation process of the surfactant in the step (1) is as follows:
。
As an optimization, the preparation process of the Wilman chloride salt surfactant in the step (2) is as follows:
。
As optimization, the preparation process of the aromatic guanidine surfactant in the step (2) is as follows:
。
compared with the prior art, the invention has the following beneficial effects:
When the scale inhibitor is prepared, diethylenetriamine reacts with glucolactone firstly, then reacts with 1,2,7, 8-diepoxy octane and trimethyl urea, and finally reacts with lauroyl chloride to prepare the surfactant; the surface active agent is reacted with oxalyl chloride and then with aromatic amine to prepare the aromatic guanidine surface active agent; and polymerizing methyl acrylate and ethylenediamine on the surface of the aromatic guanidine surfactant to prepare the scale inhibitor.
Firstly, diethylenetriamine reacts with glucolactone firstly, then reacts with 1,2,7, 8-diepoxyoctane and trimethyl urea, and finally reacts with lauroyl chloride to prepare the surfactant which can play roles in infiltration and dispersion, so that the scale inhibitor can enter a scale layer more easily, and the scale removal rate is accelerated; the surface active agent is reacted with oxalyl chloride and then with aromatic amine to prepare the aromatic guanidine surface active agent, the guanidine structure can specifically interact with the RNA part of the bacterial ribosome to block the normal chain reaction required by protein synthesis, and can interact with the annular structure of the bacterial DNA to block the replication and repair process, so that the bacterial DNA chain is broken and damaged, and the antibacterial effect is achieved.
Secondly, methyl acrylate and ethylenediamine are polymerized on the surface of the aromatic guanidine surfactant to prepare the scale inhibitor, and the methyl acrylate and ethylenediamine can form polyamide with a cross-linked network structure on the surface of the aromatic guanidine surfactant, so that the effect of slowly releasing the aromatic guanidine surfactant can be achieved, and the long-acting scale inhibition effect can be achieved; the pollutant of industrial waste water contains a large amount of hydrophilic groups, is easy to dissolve in water at normal temperature and exists in a state of approximate colloid with negative charge, the density of amine groups on the surface of polyamide is high, amine is easy to protonate under acidic condition, and salt is generated by combining the amine with the colloid with negative charge, so that partial suspended matters and organic matters are precipitated, and the scale inhibition effect is achieved.
Detailed Description
The technical solutions of the embodiments of the present invention will be clearly and completely described below in conjunction with the embodiments of the present invention, and it is apparent that the described embodiments are only some embodiments of the present invention, not all embodiments. All other embodiments, which can be made by those skilled in the art based on the embodiments of the invention without making any inventive effort, are intended to be within the scope of the invention.
Example 1a method for preparing a scale inhibitor mainly comprises the following preparation steps:
(1) Gluconolactone, N-dimethylformamide and diethylenetriamine are mixed according to a molar ratio of 1:3:1, mixing, reacting for 4 hours at 80 ℃ and 200r/min, adding 1,2,7, 8-diepoxyoctane with 2 times of the mol of the gluconolactone and trimethyl urea with 2 times of the mol of the gluconolactone, reacting for 2 hours at 80 ℃, cooling to-5 ℃, adding lauroyl chloride with 2 times of the mol of the gluconolactone and triethylamine with 0.3 times of the mass of the gluconolactone, reacting for 2 hours under the protection of nitrogen, and drying to obtain the surfactant;
(2) The surfactant and toluene are mixed according to the mass ratio of 1:20, adding oxalyl chloride with the same molar amount of trimethyl urea at a constant speed within 8min under the protection of nitrogen at the temperature of-5 ℃, stirring for 100min at the room temperature at 200r/min, filtering, washing with toluene for 3 times, and drying for 3 hours at the temperature of 100 ℃ to prepare the Wilman chloride surfactant; immersing a Wilman chloride surfactant in acetonitrile, dropwise adding an equimolar amount of aromatic amine such as trimethyl urea and an equimolar amount of triethylamine such as trimethyl urea into the mixture within 8min under the protection of nitrogen at the temperature of-5 ℃, stirring the mixture for 100min at the room temperature of 200r/min, heating the mixture to 50 ℃, continuing to react for 9h, and drying the mixture at the temperature of 80 ℃ for 20h to obtain the aromatic guanidine surfactant;
(3) The aromatic guanidine surfactant and ethylenediamine are mixed according to the mass ratio of 1:0.3 is evenly mixed, immersed in methanol, methyl acrylate with the molar weight of ethylenediamine being 0.3 times is added at a constant speed within 100min at 200r/min, heated to 28 ℃, continuously stirred for reaction for 22h, and dried for 6h at 260Pa and 70 ℃ to prepare the scale inhibitor.
Example 2a method for preparing a scale inhibitor mainly comprises the following preparation steps:
(1) Gluconolactone, N-dimethylformamide and diethylenetriamine are mixed according to a molar ratio of 1:4:1, mixing, reacting for 5 hours at 90 ℃ at 250r/min, adding 1,2,7, 8-diepoxyoctane with 2 times of the mol of the gluconolactone and trimethyl urea with 2 times of the mol of the gluconolactone, reacting for 3 hours at 90 ℃, cooling to 0 ℃, adding lauroyl chloride with 2 times of the mol of the gluconolactone and triethylamine with 0.4 times of the mass of the gluconolactone, reacting for 3 hours under the protection of nitrogen, and drying to obtain the surfactant;
(2) The surfactant and toluene are mixed according to the mass ratio of 1:25, adding oxalyl chloride with the same molar weight as trimethyl urea at a constant speed within 9min under the protection of nitrogen at 0 ℃, stirring for 120min at 250r/min at room temperature, filtering, washing for 4 times with toluene, and drying for 4 hours at 120 ℃ to prepare the Wilman chloride surfactant; immersing a Wilman chloride surfactant in acetonitrile, dropwise adding an equimolar amount of aromatic amine such as trimethyl urea and an equimolar amount of triethylamine such as trimethyl urea into the mixture within 9min under the protection of nitrogen at 0 ℃, stirring the mixture for 120min at the room temperature at 250r/min, heating the mixture to 55 ℃, continuing to react for 10h, and drying the mixture at 82.5 ℃ for 22h to obtain the aromatic guanidine surfactant;
(3) The aromatic guanidine surfactant and ethylenediamine are mixed according to the mass ratio of 1:0.325 is mixed evenly, immersed in methanol, methyl acrylate with the molar weight of ethylenediamine being 0.325 times is added at a constant speed within 120min at 250r/min, heated to 30 ℃, stirred continuously for reaction for 24h, dried for 7h at 265Pa and 72 ℃ to prepare the scale inhibitor.
Example 3a method for preparing a scale inhibitor mainly comprises the following preparation steps:
(1) Gluconolactone, N-dimethylformamide and diethylenetriamine are mixed according to a molar ratio of 1:5:1, mixing, reacting for 6 hours at 100 ℃ at 300r/min, adding 1,2,7, 8-diepoxyoctane with 2 times of the mol of the gluconolactone and trimethyl urea with 2 times of the mol of the gluconolactone, reacting for 4 hours at 100 ℃, cooling to 5 ℃, adding lauroyl chloride with 2 times of the mol of the gluconolactone and triethylamine with 0.5 times of the mass of the gluconolactone, reacting for 4 hours under the protection of nitrogen, and drying to obtain the surfactant;
(2) The surfactant and toluene are mixed according to the mass ratio of 1:30, mixing, adding oxalyl chloride with the same molar amount of trimethyl urea at a constant speed within 10min under the protection of nitrogen at 5 ℃, stirring for 140min at 300r/min at room temperature, filtering, washing with toluene for 5 times, and drying for 5h at 140 ℃ to obtain the Wilman chloride surfactant; immersing a Wilman chloride surfactant in acetonitrile, dropwise adding an equimolar amount of aromatic amine such as trimethyl urea and an equimolar amount of triethylamine such as trimethyl urea into the mixture within 10min under the protection of nitrogen at 5 ℃, stirring the mixture for 140min at 300r/min at room temperature, heating the mixture to 60 ℃, continuing to react for 11h, and drying the mixture at 85 ℃ for 24h to prepare the aromatic guanidine surfactant;
(3) The aromatic guanidine surfactant and ethylenediamine are mixed according to the mass ratio of 1:0.35 is evenly mixed, immersed in methanol, methyl acrylate with the molar weight of ethylenediamine being 0.35 times is added at a constant speed within 140min at 300r/min, heated to 32 ℃, continuously stirred for reaction for 26h, and dried for 8h at 270Pa and 74 ℃ to prepare the scale inhibitor.
Comparative example 1
The preparation method of the scale inhibitor mainly comprises the following preparation steps:
(1) Gluconolactone, N-dimethylformamide and diethylenetriamine are mixed according to a molar ratio of 1:4:1, mixing, reacting for 5 hours at 90 ℃ at 250r/min, adding 1,2,7, 8-diepoxyoctane with 2 times of the mol of the gluconolactone and trimethyl urea with 2 times of the mol of the gluconolactone, reacting for 3 hours at 90 ℃, cooling to 0 ℃, adding lauroyl chloride with 2 times of the mol of the gluconolactone and triethylamine with 0.4 times of the mass of the gluconolactone, reacting for 3 hours under the protection of nitrogen, and drying to obtain the surfactant;
(2) The method comprises the following steps of (1) mixing a surfactant and ethylenediamine in a mass ratio of (1): 0.325 is mixed evenly, immersed in methanol, methyl acrylate with the molar weight of ethylenediamine being 0.325 times is added at a constant speed within 120min at 250r/min, heated to 30 ℃, stirred continuously for reaction for 24h, dried for 7h at 265Pa and 72 ℃ to prepare the scale inhibitor.
Comparative example 2
The preparation method of the scale inhibitor mainly comprises the following preparation steps:
(1) Gluconolactone, N-dimethylformamide and diethylenetriamine are mixed according to a molar ratio of 1:4:1, mixing, reacting for 5 hours at 90 ℃ at 250r/min, adding 1, 2-diepoxyoctane with 2 times of the mol of the gluconolactone, reacting for 3 hours at 90 ℃, cooling to 0 ℃, adding lauroyl chloride with 2 times of the mol of the gluconolactone and triethylamine with 0.4 times of the mass of the gluconolactone, reacting for 3 hours under the protection of nitrogen, and drying to obtain the surfactant;
(2) The method comprises the following steps of (1) mixing a surfactant and ethylenediamine in a mass ratio of (1): 0.325 is mixed evenly, immersed in methanol, methyl acrylate with the molar weight of ethylenediamine being 0.325 times is added at a constant speed within 120min at 250r/min, heated to 30 ℃, stirred continuously for reaction for 24h, dried for 7h at 265Pa and 72 ℃ to prepare the scale inhibitor.
Comparative example 3
The preparation method of the scale inhibitor mainly comprises the following preparation steps:
(1) Immersing ethylenediamine in methanol, adding methyl acrylate with the molar weight of 0.325 times of that of ethylenediamine at a constant speed within 120min, heating to 30 ℃, continuously stirring for reaction for 24h, and drying at 265Pa and 72 ℃ for 7h to obtain the scale inhibitor.
Comparative example 4
The preparation method of the scale inhibitor mainly comprises the following preparation steps:
(1) Gluconolactone, N-dimethylformamide and diethylenetriamine are mixed according to a molar ratio of 1:4:1, mixing, reacting for 5 hours at 90 ℃ at 250r/min, adding 1,2,7, 8-diepoxyoctane with 2 times of the mol of the gluconolactone and trimethyl urea with 2 times of the mol of the gluconolactone, reacting for 3 hours at 90 ℃, cooling to 0 ℃, adding lauroyl chloride with 2 times of the mol of the gluconolactone and triethylamine with 0.4 times of the mass of the gluconolactone, reacting for 3 hours under the protection of nitrogen, and drying to obtain the surfactant;
(2) The surfactant and toluene are mixed according to the mass ratio of 1:25, adding oxalyl chloride with the same molar weight as trimethyl urea at a constant speed within 9min under the protection of nitrogen at 0 ℃, stirring for 120min at 250r/min at room temperature, filtering, washing for 4 times with toluene, and drying for 4 hours at 120 ℃ to prepare the Wilman chloride surfactant; immersing a Wilman chloride surfactant in acetonitrile, dropwise adding an equimolar amount of aromatic amine such as trimethyl urea and an equimolar amount of triethylamine such as trimethyl urea into the mixture within 9min under the protection of nitrogen at 0 ℃, stirring the mixture for 120min at the room temperature at 250r/min, heating the mixture to 55 ℃, continuing to react for 10h, and drying the mixture at 82.5 ℃ for 22h to obtain the aromatic guanidine surfactant;
(3) The aromatic guanidine surfactant and the dimethyl ethylenediamine are mixed according to the mass ratio of 1:0.65 is evenly mixed and immersed in methanol, methyl acrylate with the molar weight of 0.65 times of that of the dimethyl ethylenediamine is added at a constant speed within 120min at 250r/min, the temperature is raised to 30 ℃, the stirring reaction is continued for 24 hours, and the scale inhibitor is prepared by drying for 7 hours at 265Pa and 72 ℃.
Test example 1
Scale inhibition test
100Ml of sodium silicate solution with the concentration of 600mg/L is prepared by deionized water, 14g of scale inhibitor is added, calcium chloride is added again, the concentration of calcium ions in the solution is 500mg/L, the pH value is adjusted to 6.9-7.1 by 0.1mol/L hydrochloric acid solution and 0.1mol/L sodium hydroxide solution, the solution is placed in an oven with the temperature of 40 ℃ for 12 hours and 24 hours, ultrafiltration is carried out, the content of silicon ions is measured by ICP, and compared with a blank sample, and the scale inhibition rate is calculated. The results are shown in Table 1.
TABLE 1
From comparison of experimental data of examples 1-3 and comparative examples 1-4 in Table 1, it can be found that the scale inhibitor prepared by the invention has higher scale inhibition speed.
From comparison of the experimental data of examples 1, 2 and 3 and comparative example 3 in table 1, it can be found that the 12h scale inhibition rate of examples 1, 2 and 3 is high compared with that of comparative example 3, which indicates that the surfactant can play roles in infiltration and dispersion, so that the scale inhibitor can enter into a scale layer more easily, and the scale removal rate is accelerated.
Test example 2
Antibacterial test
The fibers were tested according to GB/T20944 shaking method, wherein the selected species were Staphylococcus aureus and Escherichia coli, respectively. The results are shown in Table 2.
TABLE 2
From comparison of experimental data of examples 1-3 and comparative examples 1-4 in Table 2, it can be found that the scale inhibitor prepared by the invention has good antibacterial ability.
From comparison of experimental data of examples 1,2 and 3 and comparative example 1 in table 2, it can be found that the antibacterial rate of examples 1,2 and 3 is high compared with comparative example 1, which indicates that guanidine structure can specifically interact with the RNA part of bacterial ribosome, block the normal chain reaction required by protein synthesis, interact with the cyclic structure of bacterial DNA, block the replication and repair process, and cause breakage and damage of bacterial DNA chain, thereby achieving antibacterial effect;
Test example 3
Sustained release test
Putting 14g of scale inhibitor into 100ml of deionized water, taking out 20ml of solution every 5d at the constant temperature of 70 ℃, adding 20ml of deionized water, adding sodium silicate after 30d to ensure that the concentration of sodium silicate is 600mg/L, adding calcium chloride to ensure that the concentration of calcium ions in the solution is 500mg/L, adjusting the pH value to 6.9-7.1 by using 0.1mol/L hydrochloric acid solution and 0.1mol/L sodium hydroxide solution, placing in an oven at the temperature of 40 ℃, ultrafiltering after 24h, measuring the content of silicon ions by ICP, comparing with a blank sample, and calculating the scale inhibition rate. The results are shown in Table 3.
TABLE 3 Table 3
From comparison of experimental data of examples 1-3 and comparative examples 1-4 in Table 3, it can be found that the scale inhibitor prepared by the invention has a slow release effect.
From comparison of experimental data of examples 1, 2,3 and comparative example 4 in table 3, it can be found that examples 1, 2,3 have high scale inhibition rate compared with comparative example 4, indicating that the scale inhibitor prepared by making polyamide into crosslinked network structure has slow release effect.
It will be evident to those skilled in the art that the invention is not limited to the details of the foregoing illustrative embodiments, and that the present invention may be embodied in other specific forms without departing from the spirit or essential characteristics thereof. The present embodiments are, therefore, to be considered in all respects as illustrative and not restrictive, the scope of the invention being indicated by the appended claims rather than by the foregoing description, and all changes which come within the meaning and range of equivalency of the claims are therefore intended to be embraced therein. Any reference sign in a claim should not be construed as limiting the claim concerned.
Claims (6)
1. The preparation method of the scale inhibitor is characterized in that the scale inhibitor is prepared by polymerizing methyl acrylate and ethylenediamine on the surface of an aromatic guanidine surfactant;
The aromatic guanidine surfactant is prepared by reacting a surfactant with oxalyl chloride and then with arylamine;
The surfactant is prepared by reacting diethylenetriamine with glucolactone, then reacting with 1,2,7, 8-diepoxyoctane and trimethyl urea, and finally reacting with lauroyl chloride;
The preparation method of the scale inhibitor mainly comprises the following preparation steps:
(1) Gluconolactone, N-dimethylformamide and diethylenetriamine are mixed according to a molar ratio of 1: 3-5: 1, mixing, reacting for 4-6 hours at 80-100 ℃ at 200-300 r/min, adding 1,2,7, 8-dioxirane with 2 times of the mole amount of gluconolactone and trimethyl urea with 2 times of the mole amount of gluconolactone, reacting for 2-4 hours at 80-100 ℃, cooling to-5 ℃, adding lauroyl chloride with 2 times of the mole amount of gluconolactone and triethylamine with 0.3-0.5 time of the mass of the gluconolactone, reacting for 2-4 hours under the protection of nitrogen, and drying to obtain the surfactant;
(2) Adding oxalyl chloride with the same molar quantity of trimethyl urea into the mixed solution of the surfactant at a constant speed within 8-10 min under the protection of nitrogen at the temperature of-5 ℃, stirring for 100-140 min at the room temperature at the speed of 200-300 r/min, filtering, washing, and drying for 3-5 h at the temperature of 100-140 ℃ to obtain the Wilman chloride surfactant; immersing a Wilman chloride salt surfactant in acetonitrile, adding an aniline mixed solution, stirring for 100-140 min at room temperature of 200-300 r/min, heating to 50-60 ℃, continuing to react for 9-11 h, and drying for 20-24 h at 80-85 ℃ to obtain an aromatic guanidine surfactant;
(3) The aromatic guanidine surfactant and ethylenediamine are mixed according to the mass ratio of 1: and (3) uniformly mixing 0.3-0.35, immersing in methanol, adding methyl acrylate with the molar weight of 0.3-0.35 times of that of ethylenediamine at a constant speed within 100-140 min under the condition of 200-300 r/min, heating to 28-32 ℃, continuously stirring and reacting for 22-26 h, and drying to obtain the scale inhibitor.
2. The method for preparing a scale inhibitor according to claim 1, wherein the drying conditions in step (1) are: drying at 80-100 ℃ for 22-24 h.
3. The method for preparing a scale inhibitor according to claim 1, wherein the surfactant mixed solution in the step (2) comprises the following steps of: and (3) uniformly mixing 20-30 parts to prepare the composite material.
4. The method for preparing a scale inhibitor according to claim 1, wherein the washing mode in the step (2) is to wash 3-5 times with toluene.
5. The method for preparing a scale inhibitor according to claim 1, wherein the aniline mixture in step (2) is added in the following manner: dropwise adding the same mole amount of aromatic amine and triethylamine of trimethyl urea into the mixture within 8-10 min at the temperature of-5 ℃ under the protection of nitrogen.
6. The method for preparing a scale inhibitor according to claim 1, wherein the drying conditions in step (3) are: and drying at the temperature of between 260 and 270Pa and at the temperature of between 70 and 74 ℃ for 6 to 8 hours.
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| CN116589107A (en) * | 2023-04-11 | 2023-08-15 | 西安尚善能源科技有限公司 | Scale inhibition material with antibacterial and degerming functions and preparation method thereof |
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