CN112939869A - Synthesis method of water-soluble imidazoline - Google Patents
Synthesis method of water-soluble imidazoline Download PDFInfo
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- CN112939869A CN112939869A CN202011583234.5A CN202011583234A CN112939869A CN 112939869 A CN112939869 A CN 112939869A CN 202011583234 A CN202011583234 A CN 202011583234A CN 112939869 A CN112939869 A CN 112939869A
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- water
- soluble imidazoline
- synthesis method
- imidazoline
- oil
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- MTNDZQHUAFNZQY-UHFFFAOYSA-N imidazoline Chemical compound C1CN=CN1 MTNDZQHUAFNZQY-UHFFFAOYSA-N 0.000 title claims abstract description 68
- 238000001308 synthesis method Methods 0.000 title claims abstract description 15
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 claims abstract description 42
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims abstract description 28
- 238000006243 chemical reaction Methods 0.000 claims abstract description 27
- 239000005639 Lauric acid Substances 0.000 claims abstract description 21
- CZHYKKAKFWLGJO-UHFFFAOYSA-N dimethyl phosphite Chemical compound COP([O-])OC CZHYKKAKFWLGJO-UHFFFAOYSA-N 0.000 claims abstract description 19
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 claims abstract description 18
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 claims abstract description 14
- 239000004327 boric acid Substances 0.000 claims abstract description 14
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 12
- 238000010438 heat treatment Methods 0.000 claims abstract description 10
- 238000002156 mixing Methods 0.000 claims abstract description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 19
- 239000007789 gas Substances 0.000 claims description 18
- 238000000034 method Methods 0.000 claims description 13
- 229910052757 nitrogen Inorganic materials 0.000 claims description 9
- 239000007791 liquid phase Substances 0.000 claims description 8
- 230000035484 reaction time Effects 0.000 claims description 7
- 238000010517 secondary reaction Methods 0.000 claims description 6
- 238000009833 condensation Methods 0.000 claims description 4
- 230000005494 condensation Effects 0.000 claims description 4
- 239000011261 inert gas Substances 0.000 claims description 4
- 238000010992 reflux Methods 0.000 claims description 4
- 230000002194 synthesizing effect Effects 0.000 claims description 2
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract description 17
- 238000002360 preparation method Methods 0.000 abstract description 8
- 238000010189 synthetic method Methods 0.000 abstract description 8
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 abstract description 7
- 230000007613 environmental effect Effects 0.000 abstract description 6
- 238000011161 development Methods 0.000 abstract description 5
- 238000004519 manufacturing process Methods 0.000 abstract description 5
- 239000008096 xylene Substances 0.000 abstract description 5
- 238000011031 large-scale manufacturing process Methods 0.000 abstract description 4
- 230000007797 corrosion Effects 0.000 description 27
- 238000005260 corrosion Methods 0.000 description 27
- 239000003112 inhibitor Substances 0.000 description 14
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
- 239000005906 Imidacloprid Substances 0.000 description 6
- YWTYJOPNNQFBPC-UHFFFAOYSA-N imidacloprid Chemical compound [O-][N+](=O)\N=C1/NCCN1CC1=CC=C(Cl)N=C1 YWTYJOPNNQFBPC-UHFFFAOYSA-N 0.000 description 6
- 229940056881 imidacloprid Drugs 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 239000002184 metal Substances 0.000 description 5
- 229910052751 metal Inorganic materials 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- 230000014509 gene expression Effects 0.000 description 4
- 230000005764 inhibitory process Effects 0.000 description 4
- 239000010779 crude oil Substances 0.000 description 3
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 238000013268 sustained release Methods 0.000 description 3
- 239000012730 sustained-release form Substances 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 239000007769 metal material Substances 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- -1 imidazoline quaternary ammonium salt Chemical class 0.000 description 1
- 150000002462 imidazolines Chemical class 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 239000002332 oil field water Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 230000004580 weight loss Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D233/06—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to ring carbon atoms
- C07D233/08—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to ring carbon atoms with alkyl radicals, containing more than four carbon atoms, directly attached to ring carbon atoms
- C07D233/12—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to ring carbon atoms with alkyl radicals, containing more than four carbon atoms, directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D233/16—Radicals substituted by nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
- C23F—NON-MECHANICAL REMOVAL OF METALLIC MATERIAL FROM SURFACE; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL; MULTI-STEP PROCESSES FOR SURFACE TREATMENT OF METALLIC MATERIAL INVOLVING AT LEAST ONE PROCESS PROVIDED FOR IN CLASS C23 AND AT LEAST ONE PROCESS COVERED BY SUBCLASS C21D OR C22F OR CLASS C25
- C23F11/00—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent
- C23F11/08—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids
- C23F11/10—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids using organic inhibitors
- C23F11/14—Nitrogen-containing compounds
- C23F11/149—Heterocyclic compounds containing nitrogen as hetero atom
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Mechanical Engineering (AREA)
- Metallurgy (AREA)
Abstract
The invention provides a synthetic method of water-soluble imidazoline, which comprises the following steps of reacting lauric acid, diethylenetriamine and boric acid under the condition of continuously introducing gas, and then heating for continuous reaction to obtain oil-soluble imidazoline; and then mixing the oil-soluble imidazoline obtained in the step with isopropanol, adding dimethyl phosphite for reacting again to obtain the water-soluble imidazoline. The synthesis method provided by the invention does not need xylene or toluene or other water-carrying agents, has good environmental protection property and high greening degree, and better conforms to the current production process concept of green sustainable development; and has higher slow release rate in subsequent application; meanwhile, the preparation process is simple, has better controllability and stability, and is more suitable for popularization and application of large-scale production.
Description
Technical Field
The invention belongs to the technical field of preparation of water-soluble imidazoline, and relates to a synthetic method of water-soluble imidazoline.
Background
The corrosion of metal materials is widely existed in various industries such as petroleum, chemical industry and the like, and the gold of various industries at home and abroad is currently usedThe corrosion is very severe, which causes huge economic losses. Metal corrosion causes more leakage points of metal equipment and instruments, and is easy to cause safety risks, so that metal protection is particularly important, for example, HCl with strong corrosion is generated by salt in the crude oil processing process, HCl has strong corrosion under the dissolution of water, HCl can cause the corrosion of normal chemical equipment, and H generated in the processing process of sulfur-containing compounds in crude oil2S will further increase corrosion of the metal. Therefore, the use of corrosion inhibitors has become very common in the oilfield industry, and corrosion inhibitors are commonly added to refinery equipment to slow down the corrosion of metals.
The corrosion of metallic materials in environmental media can be prevented or slowed down by the use of appropriate corrosion inhibitors. The imidazoline slow-release corrosion inhibitor has the advantages of excellent corrosion inhibition performance, low toxicity, environmental protection and the like, and is widely applied to the processes of crude oil exploitation, oil and gas transportation, oil field water treatment and the like. The traditional imidacloprid corrosion inhibitor has a narrow application range due to the fact that the imidacloprid corrosion inhibitor is insoluble in water, and the water-soluble imidazoline not only ensures the original corrosion inhibition performance, but also improves the safety of the product, reduces the cost, and accords with the current green, environment-friendly and healthy development concept of the society.
However, in the traditional process for producing water-soluble imidazoline at the present stage, xylene or toluene is needed as a water-carrying agent, the needed dosage is large, the post-treatment is complex, and the production concept of environmental protection, green and sustainable development is not met.
Therefore, how to find a more suitable preparation method of water-soluble imidazoline to better solve the above problems in the existing production process of water-soluble imidazoline has become one of the problems to be solved urgently by many front-line researchers in the industry.
Disclosure of Invention
In view of the above, the technical problem to be solved by the present invention is to provide a synthesis method of water-soluble imidazoline, which does not require xylene or toluene or other water-carrying agents, has good environmental protection performance, is simple in preparation process, has good controllability and stability, and is more suitable for popularization and application of large-scale production.
The invention provides a synthetic method of water-soluble imidazoline, which comprises the following steps:
1) under the condition of continuously introducing gas, reacting lauric acid, diethylenetriamine and boric acid, and then heating for continuous reaction to obtain oil-soluble imidazoline;
2) and mixing the oil-soluble imidazoline obtained in the step with isopropanol, adding dimethyl phosphite for reacting again to obtain the water-soluble imidazoline.
Preferably, the gas comprises nitrogen and/or an inert gas;
the flow rate of the introduced gas is 0.4-0.6L/min.
Preferably, the gas is introduced by introducing gas from a liquid phase;
the molar ratio of the lauric acid to the diethylenetriamine is 1: (1-2).
Preferably, the mass ratio of the lauric acid to the boric acid is 1: (0.05-0.1).
Preferably, the reaction temperature is 150-160 ℃;
the reaction time is 2-5 h.
Preferably, the temperature rise is 215-225 ℃;
the continuous reaction time is 1-3 h.
Preferably, the mass ratio of the oil-soluble imidazoline to the isopropanol is 1: (1.5-2).
Preferably, the molar ratio of the oil-soluble imidazoline to the dimethyl phosphite is 1: (1.2-1.8).
Preferably, the temperature of the secondary reaction is 60-70 ℃;
the time for the secondary reaction is 1-2 h.
Preferably, the step 1) does not contain a water-carrying agent;
the re-reaction mode comprises condensation reflux reaction.
The invention provides a synthetic method of water-soluble imidazoline, which comprises the following steps of firstly, reacting lauric acid, diethylenetriamine and boric acid under the condition of continuously introducing gas, and then heating for continuous reaction to obtain oil-soluble imidazoline; and then mixing the oil-soluble imidazoline obtained in the step with isopropanol, adding dimethyl phosphite for reacting again to obtain the water-soluble imidazoline. Compared with the prior art, the synthesis method provided by the invention does not need xylene or toluene or other water-carrying agents, has good environmental protection property and high greening degree, and better conforms to the current production process concept of green sustainable development; and has higher slow release rate in subsequent application; meanwhile, the preparation process is simple, has better controllability and stability, and is more suitable for popularization and application of large-scale production.
Experimental results show that the synthetic method of the water-soluble imidazoline does not need benzene and other water-carrying agents, and the slow release rate of the synthesized corrosion inhibitor is higher than that of a commercially available corrosion inhibitor.
Detailed Description
For a further understanding of the invention, preferred embodiments of the invention are described below in conjunction with the examples, but it should be understood that these descriptions are included only to further illustrate the features and advantages of the invention and not to limit the claims of the invention.
All of the starting materials of the present invention, without particular limitation as to their source, may be purchased commercially or prepared according to conventional methods well known to those skilled in the art.
All the raw materials of the present invention are not particularly limited in purity, and the present invention preferably employs industrial purity or purity which is conventional in the field of preparation of water-soluble imidazoline.
All the noun expressions and acronyms of the invention belong to the conventional noun expressions and acronyms in the field, each noun expression and acronym is clearly and definitely clear in the relevant application field, and a person skilled in the art can clearly, exactly and uniquely understand the noun expressions and acronyms.
The invention provides a synthetic method of water-soluble imidazoline, which comprises the following steps:
1) under the condition of continuously introducing gas, reacting lauric acid, diethylenetriamine and boric acid, and then heating for continuous reaction to obtain oil-soluble imidazoline;
2) and mixing the oil-soluble imidazoline obtained in the step with isopropanol, adding dimethyl phosphite for reacting again to obtain the water-soluble imidazoline.
According to the invention, under the condition of continuously introducing gas, lauric acid, diethylenetriamine and boric acid are reacted, and then the temperature is raised for continuous reaction, so that oil-soluble imidazoline is obtained.
In the present invention, the gas preferably comprises nitrogen and/or an inert gas, more preferably nitrogen or an inert gas such as argon.
In the invention, the flow rate of the introduced gas is preferably 0.4-0.6L/min, more preferably 0.44-0.58L/min, and more preferably 0.48-0.52L/min.
In the present invention, the means for introducing gas preferably includes introducing gas from a liquid phase.
In the present invention, the molar ratio of lauric acid to diethylenetriamine is preferably 1: (1-2), more preferably 1: (1.2 to 1.8), more preferably 1: (1.4-1.6).
In the present invention, the mass ratio of lauric acid to boric acid is preferably 1: (0.05 to 0.1), more preferably 1: (0.06-0.09), more preferably 1: (0.07-0.08).
In the invention, the reaction temperature is preferably 150-160 ℃, more preferably 152-158 ℃, and more preferably 154-156 ℃.
In the invention, the reaction time is preferably 2-5 h, more preferably 2.5-4.5 h, and more preferably 3-4 h.
In the invention, the temperature of the temperature rise (i.e. the temperature of the continuous reaction) is preferably 215-225 ℃, more preferably 217-223 ℃, and more preferably 219-221 ℃.
In the invention, the continuous reaction time is preferably 1-3 h, more preferably 1.8-2.8 h, more preferably 1.5-2.5 h, and more preferably 1.8-2.3 h.
According to the invention, the oil-soluble imidazoline obtained in the above steps is mixed with isopropanol, and then dimethyl phosphite is added for reaction again to obtain water-soluble imidazoline.
In the present invention, the mass ratio of the oil-soluble imidazoline to the isopropanol is preferably 1:
(1.5-2), more preferably 1: (1.6-1.9), more preferably 1: (1.7-1.8).
In the present invention, the molar ratio of the oil-soluble imidazoline to the dimethyl phosphite is preferably 1: (1.2 to 1.8), more preferably 1: (1.3 to 1.7), more preferably 1: (1.4-1.6).
In the invention, the temperature of the secondary reaction is preferably 60-70 ℃, more preferably 62-68 ℃, and more preferably 64-66 ℃.
In the invention, the time for the secondary reaction is preferably 1 to 2 hours, more preferably 1.2 to 1.8 hours, and more preferably 1.4 to 1.6 hours.
In the present invention, particularly, the step 1) preferably does not contain a water-carrying agent, more preferably does not contain a benzene-based water-carrying agent, and specifically may be a toluene or xylene-based water-carrying agent.
In the present invention, the manner of the re-reaction preferably includes a condensation reflux reaction.
The invention is a complete and refined integral preparation process, better ensures the slow release rate of the product in subsequent application, and the specific steps of the synthesis method of the water-soluble imidazoline can be as follows:
1. synthesis of imidazolines
Adding lauric acid, diethylenetriamine and boric acid serving as a catalyst into a four-neck flask with a thermometer and a stirring device, introducing nitrogen, controlling the reaction temperature at 150-160 ℃, reacting for 2-5 hours, heating to 215-225 ℃, and reacting for 1-3 hours to obtain the oil-soluble imidazoline.
2. Synthesis of imidazoline quaternary ammonium salt
Sequentially adding imidazoline and isopropanol into a four-neck flask with a thermometer, a stirrer and a condenser, adding dimethyl phosphite after the imidazoline is dissolved, reacting at the temperature of 60-70 ℃ for 1-2 h, and obtaining the water-soluble imidazoline.
The invention provides a synthetic method of water-soluble imidazoline through the steps. According to the invention, specific reaction raw materials and catalysts are adopted, and an optimized proportion is combined, and a water-carrying mode of introducing nitrogen gas into a liquid phase is adopted, so that water-soluble imidazoline is obtained in a shorter total reaction time, and the traditional water-carrying agents such as dimethylbenzene or methylbenzene are not needed, so that the environment-friendly performance is good, the green degree is high, and the production process concept of the current green sustainable development is more met; and has higher slow release rate in subsequent application; meanwhile, the preparation process is simple, has better controllability and stability, and is more suitable for popularization and application of large-scale production.
Experimental results show that the synthetic method of the water-soluble imidazoline does not need benzene and other water-carrying agents, and the slow release rate of the synthesized corrosion inhibitor is higher than that of a commercially available corrosion inhibitor.
For further illustration of the present invention, the following will describe in detail a method for synthesizing water-soluble imidazoline according to the present invention with reference to the following examples, but it should be understood that these examples are carried out on the premise of the technical solution of the present invention, and the detailed embodiments and specific procedures are given, only for further illustration of the features and advantages of the present invention, not for limitation of the claims of the present invention, and the scope of the present invention is not limited to the following examples.
Example 1
Adding 100g of lauric acid, 61.8g of diethylenetriamine and 8g of boric acid into a 500mL four-neck flask with a thermometer and a stirring device, introducing nitrogen into a liquid phase, controlling the reaction temperature at 150-160 ℃, reacting for 3h, heating to 220 ℃, and reacting for 2h to obtain the oil-soluble imidazoline.
And (2) sequentially adding 133.5g of imidazoline and 200.25g of isopropanol into a four-neck flask with a thermometer, a stirrer and a condensing tube, after the imidazoline is dissolved, adding 55g of dimethyl phosphite, reacting at the temperature of 60-70 ℃ for 2 hours to obtain water-soluble imidazoline # 1.
In the process: the molar ratio of the lauric acid to the diethylenetriamine is 1:1.2, and the molar ratio of the oil-soluble imidacloprid to the dimethyl phosphite is 1: 1.2.
Example 2
Adding 100g of lauric acid, 72.1g of diethylenetriamine and 6g of boric acid into a 500mL four-neck flask with a thermometer, a condensing device and a stirring device, introducing nitrogen into a liquid phase, controlling the reaction temperature at 150-160 ℃, reacting for 3h, then heating to 220 ℃, and reacting for 2.5h to obtain the oil-soluble imidazoline.
160.2g of imidazoline and 272.34g of isopropanol are sequentially added into a four-neck flask with a thermometer, a stirrer, a condenser pipe and a water separator, 92.4g of dimethyl phosphite is added after the imidazoline is dissolved, the reaction temperature is 60-70 ℃, and the reaction is carried out for 2 hours to obtain water-soluble imidazoline # 2.
In the process: the molar ratio of the lauric acid to the diethylenetriamine is 1:1.4, and the molar ratio of the oil-soluble imidacloprid to the dimethyl phosphite is 1: 1.4.
Example 3
Adding 140g of lauric acid, 120.96g of diethylenetriamine and 11.2g of boric acid into a 500mL four-neck flask with a thermometer and a stirring device, introducing nitrogen into a liquid phase, controlling the reaction temperature at 150-160 ℃, reacting for 4.5h, then heating to 220 ℃, and reacting for 3h to obtain the oil-soluble imidazoline.
And (2) sequentially adding 133.5g of imidazoline and 226.95g of isopropanol into a four-neck flask with a thermometer, a stirrer, a condensation pipe and a water separator, adding 88g of dimethyl phosphite after the imidazoline is dissolved, reacting at the temperature of 60-70 ℃ for 2 hours, and obtaining the water-soluble imidazoline # 3.
In the process: the molar ratio of the lauric acid to the diethylenetriamine is 1:1.6, and the molar ratio of the oil-soluble imidacloprid to the dimethyl phosphite is 1: 1.6.
Example 4
Adding 80g of lauric acid, 77.76g of diethylenetriamine and 4g of boric acid into a 500mL four-neck flask with a thermometer and a stirring device, introducing nitrogen into a liquid phase, controlling the reaction temperature at 150-160 ℃, reacting for 2h, heating to 220 ℃, and reacting for 2h to obtain the oil-soluble imidazoline.
106.8g of imidazoline and 202.92g of isopropanol are sequentially added into a four-neck flask with a thermometer, a stirrer and a condenser, 79.2g of dimethyl phosphite is added after the imidazoline is dissolved, the reaction temperature is 60-70 ℃, and the reaction is carried out for 2 hours, so that the water-soluble imidazoline # 4 is obtained.
In the process: the molar ratio of the lauric acid to the diethylenetriamine is 1:1.8, and the molar ratio of the oil-soluble imidacloprid to the dimethyl phosphite is 1: 1.8.
Evaluation of sustained Release Performance
Taking the synthesized water-soluble imidazole line, dissolving with distilled water to prepare corrosion inhibition liquid with the concentration of 100 mg/L; 1000mg/L HCl-1000mg/L H is prepared2And S is corrosive liquid.
And testing by adopting a static hanging piece weight loss method. Placing the treated hanging pieces in flasks respectively, adding corrosive liquid into the flasks, sealing and standing, finally placing the beakers in water baths at 90 +/-2 ℃, refluxing and condensing for 6 hours, taking out test pieces, weighing after cleaning and drying, and calculating the corrosion inhibition rate according to the mass loss of the test pieces.
The slow release rate calculation formula is as follows: eta [ (. DELTA.m) ]0-△m1)/△m0]×100％。
Referring to table 1, table 1 shows the sustained release performance of the water-soluble imidazoline prepared according to the example of the present invention.
TABLE 1
| Corrosion inhibitor | 1# | 2# | 3# | 4# | Commercially available corrosion inhibitors |
| Sustained release rate (%) | 93 | 97 | 95 | 94 | 87 |
As can be seen from table 1, the molar ratio of the oil-soluble imidazoline to the dimethyl phosphite is 1: when 1.4 hours, the slow release rate is highest, and the slow release rate of the synthesized corrosion inhibitor is higher than that of the corrosion inhibitor sold on the market
The foregoing has outlined, in detail, the principles and embodiments of the present invention using specific examples that are set forth herein to provide an understanding of the principles of the invention and its core, including the best mode, and to enable any person skilled in the art to practice the invention, including making and using any devices or systems and performing any incorporated methods. It should be noted that, for those skilled in the art, it is possible to make various improvements and modifications to the present invention without departing from the principle of the present invention, and those improvements and modifications also fall within the scope of the claims of the present invention. The scope of the invention is defined by the claims and may include other embodiments that occur to those skilled in the art. Such other embodiments are intended to be within the scope of the claims if they have structural elements that do not differ from the literal language of the claims, or if they include equivalent structural elements with insubstantial differences from the literal languages of the claims.
Claims (10)
1. The method for synthesizing the water-soluble imidazoline is characterized by comprising the following steps of:
1) under the condition of continuously introducing gas, reacting lauric acid, diethylenetriamine and boric acid, and then heating to continue the reaction to obtain oil-soluble imidazoline;
2) and mixing the oil-soluble imidazoline obtained in the step with isopropanol, adding dimethyl phosphite, and reacting again to obtain the water-soluble imidazoline.
2. The synthesis method according to claim 1, characterized in that the gas comprises nitrogen and/or an inert gas;
the flow rate of the introduced gas is 0.4-0.6L/min.
3. The synthesis method according to claim 1, wherein the gas introduction manner comprises introducing gas from a liquid phase;
the molar ratio of the lauric acid to the diethylenetriamine is 1: (1-2).
4. The synthesis method according to claim 1, wherein the mass ratio of lauric acid to boric acid is 1: (0.05-0.1).
5. The synthesis method of claim 1, wherein the reaction temperature is 150-160 ℃;
the reaction time is 2-5 h.
6. The synthesis method according to claim 1, wherein the temperature for raising the temperature is 215-225 ℃;
the continuous reaction time is 1-3 h.
7. The synthesis method according to claim 1, wherein the mass ratio of the oil-soluble imidazoline to the isopropanol is 1: (1.5-2).
8. The synthesis method according to claim 1, wherein the molar ratio of the oil-soluble imidazoline to the dimethyl phosphite is 1: (1.2-1.8).
9. The synthesis method of claim 1, wherein the temperature of the secondary reaction is 60-70 ℃;
the time for the secondary reaction is 1-2 h.
10. The synthesis method according to claim 1, wherein step 1) does not contain a water-carrying agent;
the re-reaction mode comprises condensation reflux reaction.
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