CN116970167B - Polyaspartic acid derivative and preparation method and application thereof - Google Patents
Polyaspartic acid derivative and preparation method and application thereof Download PDFInfo
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- 229920000805 Polyaspartic acid Polymers 0.000 title claims abstract description 57
- 108010064470 polyaspartate Proteins 0.000 title claims abstract description 57
- 238000002360 preparation method Methods 0.000 title claims description 8
- XOAAWQZATWQOTB-UHFFFAOYSA-N taurine Chemical compound NCCS(O)(=O)=O XOAAWQZATWQOTB-UHFFFAOYSA-N 0.000 claims abstract description 54
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 33
- 229960003080 taurine Drugs 0.000 claims abstract description 27
- 239000002455 scale inhibitor Substances 0.000 claims abstract description 22
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 19
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 45
- OKJIRPAQVSHGFK-UHFFFAOYSA-N N-acetylglycine Chemical compound CC(=O)NCC(O)=O OKJIRPAQVSHGFK-UHFFFAOYSA-N 0.000 claims description 36
- 238000006243 chemical reaction Methods 0.000 claims description 28
- 239000008367 deionised water Substances 0.000 claims description 19
- 229910021641 deionized water Inorganic materials 0.000 claims description 19
- 239000003513 alkali Substances 0.000 claims description 12
- 230000007935 neutral effect Effects 0.000 claims description 10
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 9
- 238000000034 method Methods 0.000 claims description 9
- 239000002244 precipitate Substances 0.000 claims description 9
- 239000000047 product Substances 0.000 claims description 9
- 238000010438 heat treatment Methods 0.000 claims description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 6
- 238000004519 manufacturing process Methods 0.000 claims description 6
- 230000001105 regulatory effect Effects 0.000 claims description 6
- 238000001291 vacuum drying Methods 0.000 claims description 5
- 239000007788 liquid Substances 0.000 claims description 4
- 238000000926 separation method Methods 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 2
- 230000005764 inhibitory process Effects 0.000 abstract description 17
- 239000011575 calcium Substances 0.000 abstract description 12
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 abstract description 8
- 229910052791 calcium Inorganic materials 0.000 abstract description 8
- 125000000542 sulfonic acid group Chemical group 0.000 abstract description 8
- YJDAZQSWIOUNCO-UHFFFAOYSA-N 2-acetamido-2-iminoacetic acid Chemical compound CC(=O)NC(=N)C(O)=O YJDAZQSWIOUNCO-UHFFFAOYSA-N 0.000 abstract description 7
- 125000003368 amide group Chemical group 0.000 abstract description 6
- 230000002401 inhibitory effect Effects 0.000 abstract description 5
- 238000007334 copolymerization reaction Methods 0.000 abstract description 3
- 125000000524 functional group Chemical group 0.000 abstract description 3
- 230000015572 biosynthetic process Effects 0.000 abstract description 2
- 239000000243 solution Substances 0.000 description 44
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 8
- 238000010521 absorption reaction Methods 0.000 description 8
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 8
- 239000000203 mixture Substances 0.000 description 5
- 229920000642 polymer Polymers 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- 229910000019 calcium carbonate Inorganic materials 0.000 description 4
- 230000004048 modification Effects 0.000 description 4
- 238000012986 modification Methods 0.000 description 4
- 150000001408 amides Chemical class 0.000 description 3
- -1 carboxyl anions Chemical class 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 239000011259 mixed solution Substances 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 238000004321 preservation Methods 0.000 description 3
- 238000007142 ring opening reaction Methods 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 2
- 238000005452 bending Methods 0.000 description 2
- 125000002843 carboxylic acid group Chemical group 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000000498 cooling water Substances 0.000 description 2
- 230000007797 corrosion Effects 0.000 description 2
- 238000005260 corrosion Methods 0.000 description 2
- 238000000227 grinding Methods 0.000 description 2
- 238000002329 infrared spectrum Methods 0.000 description 2
- 239000002332 oil field water Substances 0.000 description 2
- 230000001376 precipitating effect Effects 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 230000003068 static effect Effects 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- 241001677188 Coccus viridis Species 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000004071 biological effect Effects 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 230000001276 controlling effect Effects 0.000 description 1
- 230000001808 coupling effect Effects 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 239000008213 purified water Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000012086 standard solution Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Abstract
The invention discloses a polyaspartic acid derivative, which has the following structural general formula: Wherein, m: n: p= (6-9): (5-9): (4-9). The invention prepares the polyaspartic acid derivative containing carboxyl, amido and sulfonic group by graft copolymerization of polysuccinimide, 2-aminoethanesulfonic acid and acetamido-iminoacetic acid. Acetamido-iminoacetic acid is used as a scale inhibitor to be connected with more carboxyl groups, and the carboxyl groups are main functional groups for inhibiting calcium scale; the 2-aminoethanesulfonic acid provides sulfonic acid groups, the sulfonic acid groups are strong hydrophilic groups, the water solubility can be increased, the formation of calcium gel can be prevented, and the prepared polyaspartic acid derivative has excellent calcium scale inhibition capability.
Description
Technical Field
The invention belongs to the technical field of polymer macromolecules and water treatment, and particularly relates to a polyaspartic acid derivative, a preparation method and application thereof.
Background
Aiming at the problem of serious scaling in oilfield production, a plurality of scale prevention and removal technologies are adopted at home and abroad, and the technology of the extrusion scale inhibitor is the most mature and the application is the most extensive at present although each technology has advantages and limitations. Polyaspartic acid scale inhibitor is used as a representative of green scale inhibitor, has better biodegradability, is nontoxic and harmless, and can not pollute the environment because the polyaspartic acid scale inhibitor does not contain phosphorus in the molecule, so the polyaspartic acid scale inhibitor has wide application in various fields.
The Polyaspartic Acid (PASP) molecule contains active groups such as carboxyl, amido and the like, the amido enables the PASP to have biological activity, carboxyl anions ionized by carboxyl in aqueous solution can increase the solubility of metal ions such as Ca 2+、Mg2+、Cu2+、Fe3+ and the like in the solution through chelating action, and the PASP has the effect of inhibiting scale and corrosion. However, the scale inhibition performance of the water treatment agent is not outstanding due to the single structure, and the use of the water treatment agent is limited due to the high cost. Thus, researchers have made many efforts to modify it, while achieving excellent scale inhibition and reducing the costs associated with its high dosage. After that, several methods have been developed to improve the scale inhibiting effect of PASP, including crosslinking modification, copolymerization modification and ring opening modification among the chemical methods. Functional groups having scale inhibiting effect (such as carboxylic acid groups, hydroxyl groups and sulfonic acid groups) are introduced into the side chains of the PASP. The carboxylic acid group has better scale inhibition and corrosion inhibition properties, while the sulfonic acid group has better hydrophilic properties. Therefore, the simultaneous introduction of these groups into the molecular structure of polyaspartic acid is considered as a potential method for improving scale inhibition properties.
Disclosure of Invention
Aiming at the defects existing in the prior art, the invention aims to provide a polyaspartic acid derivative, and a preparation method and application thereof. The polyaspartic acid derivative provided by the invention contains carboxyl, amido and sulfonic groups, and has excellent scale inhibition performance.
In order to achieve the above purpose, the invention adopts the following technical scheme:
In one aspect, the invention provides a polyaspartic acid derivative, which has the following structural general formula:
，
wherein, m: n: p= (6-9): (5-9): (4-9).
Preferably, the carboxyl content of the polyaspartic acid derivative is 25% -40%.
In a second aspect, the present invention provides a preparation method of the polyaspartic acid derivative, comprising the following steps: dispersing polysuccinimide in deionized water; dropwise adding an alkali solution of 2-aminoethanesulfonic acid and an alkali solution of acetamido-acetic acid into the system, heating and reacting for 8-24 h under the condition that the pH value is 8-9, and regulating the pH to be neutral after the reaction is finished to obtain the polyaspartic acid derivative.
Preferably, the molar ratio of polysuccinimide, 2-aminoethanesulfonic acid and acetamido-acetic acid is 1: (0.5-1.5): (0.5-1.5).
Preferably, the polysuccinimide is uniformly mixed with deionized water according to a mass-to-volume ratio of 1:4, so that the polysuccinimide is dispersed in the deionized water.
Preferably, 2-aminoethanesulfonic acid and acetamido acetic acid are respectively dissolved in sodium hydroxide solution according to the mass ratio of 1:2 to obtain an alkali solution of 2-aminoethanesulfonic acid and an alkali solution of acetamido acetic acid; the mass concentration of the sodium hydroxide solution is 15%.
Preferably, the temperature of the heating reaction is 40-60 ℃.
Preferably, the pH of the product solution is adjusted to neutrality with a hydrochloric acid solution having a mass concentration of 15% after the reaction is completed.
Preferably, after the reaction is finished, precipitating the product solution with neutral pH in absolute ethyl alcohol, separating solid from liquid to obtain a precipitate, and then drying in vacuum to obtain the polyaspartic acid derivative.
The invention also provides application of the polyaspartic acid derivative in preparing a water scale inhibitor, for example, the polyaspartic acid derivative can be directly used as the scale inhibitor for scale inhibition treatment of oilfield water treatment, industrial cooling water and the like, and can also be compounded with other scale inhibitors.
The beneficial effects of the invention are as follows:
The polyaspartic acid derivative scale inhibitor containing carboxyl, amido and sulfonic groups is prepared by graft copolymerization of polysuccinimide, 2-aminoethanesulfonic acid and acetamido-iminoacetic acid. The introduction of acetamido-iminoacetic acid is to add more carboxyl groups into the scale inhibitor, wherein the carboxyl groups are main functional groups for inhibiting calcium scale; the 2-aminoethanesulfonic acid provides sulfonic acid groups, and the sulfonic acid groups are strong hydrophilic groups, so that the water solubility can be increased, the formation of calcium gel can be prevented, and the prepared scale inhibitor has excellent calcium scale inhibition capability.
The invention has higher calcium scale inhibition capability by reasonably controlling the carboxyl content, avoids calcium gel generated by excessive carboxyl content, has simple preparation process and easily obtained raw materials, and can be widely used in the fields of oilfield water treatment, industrial cooling water treatment and the like.
Drawings
In order to more clearly illustrate the technical solution of the embodiments of the present invention, the following description will briefly explain the drawings of the embodiments.
FIG. 1 is an infrared spectrum of a polyaspartic acid derivative prepared in example 2 of the present invention.
Detailed Description
The technical solutions in the embodiments of the present invention will be clearly and completely described in the following in conjunction with the embodiments of the present invention, and it is obvious that the described embodiments are only some embodiments of the present invention, but not all embodiments. All other embodiments, which can be made by those skilled in the art based on the embodiments of the present invention without making any inventive effort, are intended to fall within the scope of the present invention.
The embodiment of the invention provides a polyaspartic acid derivative, which has the following structural general formula:
，
wherein, m: n: p= (6-9): (5-9): (4-9).
As some preferred embodiments of the present invention, the carboxyl group content of the polyaspartic acid derivative is 25% -40%, for example, 25%,30%,35%,40% and the like may be used.
The embodiment of the invention also provides a preparation method of the polyaspartic acid derivative, which is modified by ring-opening reaction of different affinity reagents and PSI, and introduces amino, carboxyl, sulfonic group and other groups into PASP molecular chains.
The method comprises the following steps: uniformly mixing polysuccinimide with deionized water according to a mass-volume ratio of 1:4, so that polysuccinimide is dispersed in the deionized water;
Mixing 2-aminoethanesulfonic acid with sodium hydroxide solution with the mass concentration of 15% according to the mass ratio of 1:2 to obtain an alkali solution of 2-aminoethanesulfonic acid; mixing acetamido acetic acid with sodium hydroxide solution with mass concentration of 15% according to a mass ratio of 1:2 to obtain an alkali solution of acetamido acetic acid;
Dropwise adding an alkali solution of 2-aminoethanesulfonic acid and an alkali solution of acetamido-acetic acid into the system, wherein the molar ratio of polysuccinimide to 2-aminoethanesulfonic acid to acetamido-acetic acid is 1: (0.5-1.5): (0.5-1.5), reacting for 8-24 hours at the pH value of 8-9 and the temperature of 40-60 ℃, regulating the pH value to be neutral by hydrochloric acid with the mass concentration of 15% after the reaction is finished, precipitating the product solution with the neutral pH value in absolute ethyl alcohol, separating solid from liquid to obtain a precipitate, and vacuum drying to obtain the polyaspartic acid derivative
In order to make the implementation objects, technical solutions and advantages of the present invention more clear, the technical solutions in the embodiments of the present invention will be described in more detail below with reference to the accompanying drawings of the present invention.
In the embodiment of the invention, polysuccinimide and deionized water are uniformly mixed according to the mass-volume ratio of 1:4, so as to obtain polysuccinimide dispersion liquid. The mass to volume ratio indicates what the mass of the substance is per unit volume, i.e., 1 part by mass of polysuccinimide is dispersed in 4 parts by volume of deionized water per unit g/L.
Example 1
A method for preparing a polyaspartic acid derivative, comprising the following steps:
dissolving 2-aminoethanesulfonic acid and acetamido acetic acid in a mass ratio of 1:2 in 15% sodium hydroxide solution for standby; taking polysuccinimide in a four-neck flask, adding deionized water, wherein the mass volume ratio of polysuccinimide to deionized water is 1:4, uniformly dispersing polysuccinimide in deionized water under the stirring condition, heating to 60 ℃, and respectively dropwise adding sodium hydroxide solution of 2-aminoethanesulfonic acid and acetamido acetic acid for reaction for 30min; the molar ratio of polysuccinimide to 2-aminoethanesulfonic acid to acetamido-iminoacetic acid is 1:0.5:0.5, and the pH value of the reaction system is continuously regulated to 8-9 by NaOH solution in the heat preservation reaction process, and the reaction is carried out for 8 hours at 60 ℃. After the reaction is finished, the pH value of the reaction mixed solution is adjusted to be neutral by using an HCl solution with the mass concentration of 15%; finally, the mixture solution is precipitated in absolute ethyl alcohol, a precipitate is obtained through centrifugal separation, and the precipitate is dried in a vacuum drying oven at 60 ℃ for 24 hours, so as to obtain a brown yellow solid, namely the polyaspartic acid derivative (PSI-TAU-ADA). The number average molecular weight of the polymer product was determined to be 11614, m.apprxeq.9, n.apprxeq.5, p.apprxeq.4, and the carboxyl content was: 27.71%.
Example 2
A method for preparing a polyaspartic acid derivative, comprising the following steps:
dissolving 2-aminoethanesulfonic acid and acetamido acetic acid in a mass ratio of 1:2 in 15% sodium hydroxide solution for standby; taking polysuccinimide in a four-neck flask, adding deionized water, wherein the mass volume ratio of polysuccinimide to deionized water is 1:4, uniformly dispersing polysuccinimide in deionized water under the stirring condition, heating to 50 ℃, and respectively dropwise adding sodium hydroxide solution of 2-aminoethanesulfonic acid and acetamido acetic acid for reaction for 20min; the molar ratio of polysuccinimide to 2-aminoethanesulfonic acid to acetamido-iminoacetic acid is 1:1:1, and the pH value of the reaction system is continuously regulated to 8-9 by NaOH solution in the heat preservation reaction process, and the reaction is carried out for 16h at 50 ℃. After the reaction is finished, the pH value of the reaction mixed solution is adjusted to be neutral by using an HCl solution with the mass concentration of 15%; finally, the mixture solution is precipitated in absolute ethyl alcohol, a precipitate is obtained through centrifugal separation, and the precipitate is dried in a vacuum drying oven at 60 ℃ for 24 hours, so as to obtain a brown yellow solid, namely the polyaspartic acid derivative (PSI-TAU-ADA). The number average molecular weight of the polymer product was determined to be 14434, m.apprxeq.7, n.apprxeq. 7,p.apprxeq.7, and the carboxyl content was: 31.81%.
FIG. 1 is an infrared spectrum of the polyaspartic acid derivative prepared in this example, and as can be seen from the graph in FIG. 1, 1165cm -1 and 1214cm -1 are the stretching vibration peaks of the C-C bond for Polysuccinimide (PSI); 1797. characteristic peaks of c=o appear at two positions 1716 cm -1, which are generated by coupling action of two adjacent c=o at a distance of N, and the characteristic peaks of N-H bond vibration absorption peak and C-N vibration absorption peak in-CONH and at 2954 and cm -1 respectively at 3496 cm -1 are respectively, which indicates that the polysuccinimide has a five-membered cyclic imide unit structure.
Whereas for PSI-TAU-ADA, 3368cm -1 is the telescopic vibration absorption peak of N-H in the amide group. The peak at 1688cm -1 is the absorption peak of carboxyl group with medium c=o. The peak at 1591cm -1 is the tensile vibration absorption peak of the amide II band c=o, indicating successful ring opening of PSI. C-N stretching vibration with peak at 1266cm -1、1406cm-1 as amide and bending vibration peak at 1333cm -1 as-CH 2 -shows that acetamidomethyl acid group has been introduced into polyaspartic acid molecular structure. 1159 cm -1 is the asymmetric absorption peak of the sulfonic acid group s=o bond, 1046 cm -1 is the symmetric absorption peak of the sulfonic acid group s=o bond, 998 cm -1 is the stretching vibration peak of the S-O bond, 733/920cm -1 is the C-S stretching absorption vibration peak, indicating that 2-aminoethanesulfonic acid has been incorporated into the polyaspartic acid molecular structure. The peak at 520cm -1 is an N-H out-of-plane rocking bending vibration peak. These all demonstrate that PSI reacts with 2-aminoethanesulfonic acid, acetamido acetic acid to form PSI derivatives containing carboxyl, amide and sulfonic groups.
Example 3
A method for preparing a polyaspartic acid derivative, comprising the following steps:
Dissolving 2-aminoethanesulfonic acid and acetamido acetic acid in a mass ratio of 1:2 in 15% sodium hydroxide solution for standby; taking polysuccinimide in a four-neck flask, adding deionized water, wherein the mass volume ratio of polysuccinimide to deionized water is 1:4, uniformly dispersing polysuccinimide in deionized water under the stirring condition, heating to 40 ℃, and respectively dropwise adding sodium hydroxide solution of 2-aminoethanesulfonic acid and acetamido acetic acid for reaction for 10min; the molar ratio of polysuccinimide to 2-aminoethanesulfonic acid to acetamido-iminoacetic acid is 1:1.5:1.5, and the pH value of the reaction system is continuously regulated to 8-9 by NaOH solution in the heat preservation reaction process, and the reaction is carried out for 24 hours at 40 ℃. After the reaction is finished, the pH value of the reaction mixed solution is adjusted to be neutral by using an HCl solution with the mass concentration of 15%; finally, the mixture solution is precipitated in absolute ethyl alcohol, a precipitate is obtained through centrifugal separation, and the precipitate is dried in a vacuum drying oven at 60 ℃ for 24 hours, so as to obtain a brown yellow solid, namely the polyaspartic acid derivative (PSI-TAU-ADA). The number average molecular weight of the polymer product was determined to be 15785, m.apprxeq.6, n.apprxeq.9, p.apprxeq.9, carboxyl content: 37.51%.
Scale inhibition performance test
The polymer products prepared in examples 1-3 were tested for scale inhibition properties on calcium carbonate and calcium sulfate by the following test methods:
Accurately weighing 0.50g of scale inhibitor, dissolving with a small amount of pure water, transferring into a 250mL volumetric flask, and diluting to scale to obtain a scale inhibitor solution.
Calcium carbonate: 200mL of pure water is taken in a 250mL volumetric flask, and a CaCl 2 solution prepared in advance is added to prepare a calcium chloride solution with the Ca 2+ content of 96.00 mg.mL –1. 1.25mL, 2.50mL and 3.75mL of scale inhibitor solution are respectively added, the mixture is kept stand for 10min, and then Na 2CO3 solution prepared in advance is added while shaking, so that the content of CO 3 2- is 150.72 mg.mL –1. Adding pure water to dilute to scale, putting into a triangular flask with a grinding mouth, putting into a water bath with the temperature of 50+/-1 ℃ for constant temperature for half an hour, and standing for 16 hours.
Calcium sulfate: 150mL of purified water was taken in a 250mL volumetric flask, and a previously prepared CaCl 2 solution was added thereto so that the Ca 2+ content was 3000 mg. Mu.mL –1. 1.25mL, 2.50mL and 3.75mL of scale inhibitor solution are respectively added, the mixture is kept stand for 10min, and then Na 2SO4 solution prepared in advance is added while shaking, SO that the SO 4 2- content is 7335 mg.mL –1. Adding pure water to dilute to scale, putting into a triangular flask with a grinding mouth, putting into a water bath with the temperature of 50+/-1 ℃ for constant temperature for half an hour, and standing for 24 hours.
After the reaction was completed, the solution was cooled to room temperature and filtered with quantitative filter paper. The filtrate of CaCO 3 and CaSO 4 was titrated with ethylenediamine tetraacetic acid (EDTA) standard solution, respectively, to determine the concentration of Ca 2+. Blank tests were performed simultaneously. The scale inhibition properties are shown in tables 1 and 2.
TABLE 1 static test of calcium carbonate
As shown in Table 1, the polyaspartic acid derivative scale inhibitor provided by the invention has good inhibition performance on calcium carbonate, and the scale inhibition efficiency of the polyaspartic acid derivative scale inhibitor can reach 94.6% when the scale inhibitor is at 30 mg/L.
TABLE 2 static test of calcium sulfate
As shown in Table 2, the polyaspartic acid derivative scale inhibitor provided by the invention also has good inhibition performance on calcium sulfate, and the scale inhibition efficiency can reach 91.8% by using 30mg/L of the scale inhibitor.
It should be noted that, the foregoing embodiments all belong to the same inventive concept, and the descriptions of the embodiments have emphasis, and where the descriptions of the individual embodiments are not exhaustive, reference may be made to the descriptions of the other embodiments.
The foregoing examples merely illustrate embodiments of the invention and are described in more detail and are not to be construed as limiting the scope of the invention. It should be noted that it will be apparent to those skilled in the art that several variations and modifications can be made without departing from the spirit of the invention, which are all within the scope of the invention. Accordingly, the scope of protection of the present invention is to be determined by the appended claims.
Claims (10)
1. A polyaspartic acid derivative, which is characterized by having the following structural general formula:
，
wherein, m: n: p= (6-9): (5-9): (4-9).
2. Polyaspartic acid derivative according to claim 1, wherein the carboxyl content of the polyaspartic acid derivative is 25% -40%.
3. The method for producing a polyaspartic acid derivative according to claim 1 or 2, comprising the steps of: dispersing polysuccinimide in deionized water; dropwise adding an alkali solution of 2-aminoethanesulfonic acid and an alkali solution of acetamido-acetic acid into the system, heating and reacting for 8-24 h under the condition that the pH value is 8-9, and regulating the pH to be neutral after the reaction is finished to obtain the polyaspartic acid derivative.
4. The method for producing a polyaspartic acid derivative according to claim 3, wherein the molar ratio of polysuccinimide, 2-aminoethanesulfonic acid and acetamidomacetic acid is 1: (0.5-1.5): (0.5-1.5).
5. The method for producing a polyaspartic acid derivative according to claim 3, wherein the polysuccinimide is uniformly mixed with deionized water in a mass-to-volume ratio of 1:4, so that the polysuccinimide is dispersed in the deionized water.
6. The method for producing a polyaspartic acid derivative according to claim 3, wherein 2-aminoethanesulfonic acid and acetamido acetic acid are dissolved in a sodium hydroxide solution at a mass ratio of 1:2, respectively, to obtain an alkali solution of the 2-aminoethanesulfonic acid and an alkali solution of acetamido acetic acid; the mass concentration of the sodium hydroxide solution is 15%.
7. The method for producing a polyaspartic acid derivative according to claim 3, wherein the temperature of the heating reaction is 40 to 60 ℃.
8. The process for producing a polyaspartic acid derivative according to claim 3, wherein the pH of the product solution is adjusted to be neutral with a hydrochloric acid solution having a mass concentration of 15% after the completion of the reaction.
9. The process for producing a polyaspartic acid derivative according to claim 3, wherein after the completion of the reaction, the product solution having a neutral pH is precipitated in absolute ethanol, the precipitate is obtained after solid-liquid separation, and then vacuum drying is performed to obtain the polyaspartic acid derivative.
10. The use of polyaspartic acid derivatives according to any one of claims 1-2 in the preparation of scale inhibitors for water bodies.
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| CN202310896526.1A CN116970167B (en) | 2023-07-19 | Polyaspartic acid derivative and preparation method and application thereof |
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| CN202310896526.1A CN116970167B (en) | 2023-07-19 | Polyaspartic acid derivative and preparation method and application thereof |
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| CN116970167B true CN116970167B (en) | 2024-06-28 |
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Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101412566A (en) * | 2008-11-14 | 2009-04-22 | 湖南大学 | Green environment-protective scale inhibitor and use thereof |
| CN101492207A (en) * | 2009-03-10 | 2009-07-29 | 河北省能源研究所 | Dirt dispersion agent and method of producing the same |
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101412566A (en) * | 2008-11-14 | 2009-04-22 | 湖南大学 | Green environment-protective scale inhibitor and use thereof |
| CN101492207A (en) * | 2009-03-10 | 2009-07-29 | 河北省能源研究所 | Dirt dispersion agent and method of producing the same |
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