CN101705112A - Water-soluble imidazoline amide corrosion inhibitor, preparation method thereof and using method thereof - Google Patents
Water-soluble imidazoline amide corrosion inhibitor, preparation method thereof and using method thereof Download PDFInfo
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- CN101705112A CN101705112A CN200910219829A CN200910219829A CN101705112A CN 101705112 A CN101705112 A CN 101705112A CN 200910219829 A CN200910219829 A CN 200910219829A CN 200910219829 A CN200910219829 A CN 200910219829A CN 101705112 A CN101705112 A CN 101705112A
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Abstract
The invention provides a water-soluble imidazoline amide corrosion inhibitor, a preparation method thereof and a using method thereof, and belongs to the technical field of oil refining. The corrosion inhibitor consists of the following components in percentage by mass: 10 to 30 percent of water-soluble imidazoline amide, 0 to 15 percent of ethylene diamine, 0 to 20 percent of ammonia water with a mass concentration of 25 to 28 percent, 0 to 20 percent of ethanol and 40 to 90 percent of water, wherein the water-soluble imidazoline amide is prepared by the amidation reaction and the ring-closing reaction of polyethylene polyamines, glacial acetic acid and fatty acid serving as raw materials and toluene serving a solvent. When the corrosion inhibitor is continuously added to the top part of a primary distillation tower, the top part of a atmospheric distillation tower, the top part of a vacuum distillation tower or the top part of a hydrogenation fractional distillation tower of an oil refinery, the corrosion of a HCL-H2S-H2O medium on the top part of the tower is inhibited, and simultaneously, the quality of products on the top part of the tower is not affected. In the method for preparing the corrosion inhibitor, water is used as the solvent, so that the method has the advantages of being safely used, having low cost and facilitating the addition of a neutralizing agent.
Description
Technical field
The invention belongs to the petroleum refining technology field, be specifically related to the inhibiter technology of oil refining process.
Background technology
Because metallic corrosion is a kind of public hazards, it shortens equipment life, causes producing the one of the main reasons of stoppage in transit and environmental pollution.At modern industry especially usually is a kind of very serious destructive factor in oil and natural gas industry, therefore people are seeking various ways always and make metallic corrosion drop to minimum level for a long time, and wherein using inhibiter has become very important anticorrosion means.The imidazolines inhibiter is the focus of studying in the last few years and is widely used in the industry such as petrochemical complex, acid pickling and rust removing, oil well acidation.Such inhibiter is environmentally friendly, and raw material is easy to get, high-efficiency low-toxicity, and only needing to add just has good corrosion inhibiting effect on a small quantity, is a kind of inhibiter of excellent property.But traditional imidazolines inhibiter belongs to oil soluble, and its shortcoming is: (1) uses oil-soluble inhibitor to need to make solvent with oil, makes dangerous increasing; (2) do the solvent cost height with oil; (3) use oil-soluble inhibitor to be unfavorable for the adding of neutralizing agent.
Summary of the invention
Weak point at above prior art exists the invention provides a kind of water-soluble imidazoline amide corrosion inhibitor and preparation thereof, using method, reaches the purpose that reduces the inhibiter cost, improves safety in utilization.
The processing step of the inventive method is as follows.
(1) water-soluble imidazoline amide is synthetic
With polyethylene polyamine, Glacial acetic acid and lipid acid is raw material, and by mass percentage, proportioning raw materials is:
Polyethylene polyamine 20～50%, Glacial acetic acid 20～50%, lipid acid 10～30%.
N=1～8 in the polyethylene polyamine molecule wherein, be diethylenetriamine, triethylene tetramine, tetraethylene pentamine, five ethene hexamines, six ethene, seven amine, seven ethene, eight amine, eight ethene, nine amine or nine ethene, ten amine, be preferably n=3～6, i.e. tetraethylene pentamine, five ethene hexamines, six ethene, seven amine or seven ethene, eight amine.Lipid acid is n-nonanoic acid, oleic acid or naphthenic acid, is preferably n-nonanoic acid.
Make solvent with toluene, in solvent, add polyethylene polyamine, Glacial acetic acid and lipid acid successively, three kinds of raw materials are molten in toluene, under 110～140 ℃ of conditions of temperature, carried out amidate action 2～5 hours, products therefrom carried out ring-closure reaction 2～5 hours under normal pressure, under 200～240 ℃ of conditions of temperature, simultaneously toluene is steamed (adopting conventional distillating method), make water-soluble imidazoline amide.(adopt conventional distillating method can realize separating of water-soluble imidazoline amide and water, and then make purified water-soluble imidazoline amide.)
Reaction equation is as follows.
Lipid acid is n-nonanoic acid:
Lipid acid is oleic acid:
Lipid acid be naphthenic acid (naphthenic acid is naphthenic acid commonly used, wherein R be common any alkyl all can):
In the following formula, n=1～8
Prepared water-soluble imidazoline amide structural formula is:
Or
(2) preparation of inhibiter
By percentage to the quality, following raw material is mixed, stirring under normal temperature gets final product.
Water-soluble imidazoline amide 10%～30%, quadrol 0～15%, the ammoniacal liquor 0～20% of mass concentration 25～28%, ethanol 0～20%, water 40%～90%.
Be that water-soluble imidazoline amide corrosion inhibitor of the present invention is: water-soluble imidazoline amide 10%～30%, quadrol 0～15%, the ammoniacal liquor 0～20% of mass concentration 25～28%, ethanol 0～20%, water 40%～90%.
Water-soluble imidazoline amide is the present invention's synthetic material first, and its physico-chemical property sees Table 1:
The physico-chemical property of table 1 water-soluble imidazoline amide
The synthetic water-soluble imidazoline amide has been carried out Infrared spectroscopy, and its infrared spectrogram as shown in drawings.
2820cm
-1And 2853cm
-1Absorption peak is the stretching vibration peak of methyl and methylene radical, 1651cm
-1Place's absorption peak is a C=N key stretching vibration peak, is the characteristic peak of tetrahydroglyoxaline ring, proves the existence of tetrahydroglyoxaline ring.1557cm
-1And 3285cm
-1The absorption peak proof has amide group to have 1657cm
-1Place's absorption peak proof has carbonyl to have 720cm
-1The place is-(CH
2)
n-functional group rocking vibration absorption peak.This pure material of proof is the imidazoline amide compound thus.
The synthetic water-soluble imidazoline amide has been carried out the dissolubility test in water, and the result is as shown in table 2.
Table 2 water-soluble imidazoline amide soluble test result
Mass concentration is the red-brown transparent liquid from 10%～50% the water-soluble imidazoline amide aqueous solution, and 0～60 ℃ stores 30 days down, and outward appearance does not change.
The using method of inhibiter of the present invention is as follows.
Inhibiter continuous injection is arrived refinery primary tower top, atmospheric tower top, vacuum distillation tower top or hydrogenation fractionating top of tower, in adding initial 7 days of inhibiter, be the membranae praeformativa phase, adding dosage is 40～300 μ g/g (distillating water by cat head calculates), later on by normally adding dosage 20～100 μ g/g (distillating water by cat head calculates) filling.
The inhibiter of the inventive method preparation is made solvent with water, and safe in utilization, cost is low, helps the adding of neutralizing agent.Add the normal vacuum fractionation top of tower of refinery, delayed coker fractionator top or hydrogenation fractionating top of tower, can suppress cat head position HCL-H
2S-H
2The corrosion of O medium, the while does not influence the quality of overhead product.
Description of drawings
Accompanying drawing is a synthetic water-soluble imidazoline amide Infrared spectroscopy spectrogram of the present invention.
Embodiment
Further specify method of the present invention by the following examples.
Embodiment 1
The processing step of water-soluble imidazoline amide corrosion inhibitor preparation is as follows.
(1) water-soluble imidazoline amide is synthetic
With polyethylene polyamine, Glacial acetic acid and lipid acid is raw material, and by mass percentage, proportioning raw materials is:
Polyethylene polyamine 40%, Glacial acetic acid 40%, lipid acid 20%.
Wherein polyethylene polyamine is five ethene hexamines, and lipid acid is n-nonanoic acid.
Make solvent with toluene, in solvent, add polyethylene polyamine, Glacial acetic acid and lipid acid successively, three kinds of raw materials are molten in toluene, under 125 ℃ of conditions of temperature, carried out amidate action 3 hours, products therefrom carried out ring-closure reaction 3 hours under normal pressure, under 220 ℃ of conditions of temperature, simultaneously toluene is steamed, make water-soluble imidazoline amide.
(2) preparation of inhibiter
By percentage to the quality, following raw material is mixed, stirring under normal temperature gets final product.
Water-soluble imidazoline amide 10%, quadrol 15%, the ammoniacal liquor 15% of mass concentration 27%, water 60%.
Water-soluble imidazoline amide is the present invention's synthetic material first, and its physico-chemical property sees Table 1.
The synthetic water-soluble imidazoline amide has been carried out Infrared spectroscopy, and its infrared spectrogram as shown in drawings.
2820cm
-1And 2853cm
-1Absorption peak is the stretching vibration peak of methyl and methylene radical, 1651cm
-1Place's absorption peak is a C=N key stretching vibration peak, is the characteristic peak of tetrahydroglyoxaline ring, proves the existence of tetrahydroglyoxaline ring.1557cm
-1And 3285cm
-1The absorption peak proof has amide group to have 1657cm
-1Place's absorption peak proof has carbonyl to have 720cm
-1The place is-(CH
2)
n-functional group rocking vibration absorption peak.Prove that thus this material is the imidazoline amide compound.
The synthetic water-soluble imidazoline amide has been carried out the dissolubility test in water, and the result is as shown in table 2.
Mass concentration is the red-brown transparent liquid from 10%～50% the water-soluble imidazoline amide aqueous solution, and 0～60 ℃ stores 30 days down, and outward appearance does not change.
The using method of prepared inhibiter is as follows.
Inhibiter continuous injection is arrived refinery primary tower top, atmospheric tower top or vacuum distillation tower top, in adding initial 7 days of inhibiter, be the membranae praeformativa phase, adding dosage is 220 μ g/g (distillating water by cat head calculates), later on by normally adding dosage 80 μ g/g (distillating water by cat head calculates) filling.Iron concentration in the overhead condensation water can be reduced to below the 3 μ g/g.
Inhibiter process laboratory simulation corrosive environment by the foregoing description 1 makes carries out effect assessment, and evaluation method is as follows.
The iron plate of certain specification is immersed 1000ppmHCL+500ppmH
2The blank corrosive fluid of S and having in the corrosive fluid of inhibiter.
Adopt the GB/T3409-2006/ISO6685:1982 standard, carry out iron level and measure.
(510nm) locates at maximum absorption wavelength, does reference with water, carries out absorbance measuring, and to draw out with the iron level be X-coordinate, and absorbancy is the typical curve of ordinate zou.
Calculate corrosion inhibition rate according to following formula:
Inhibition efficiency=(M-M
1)/M * 100%
The concentration of iron ion in the blank corrosive fluid of M--------
M
1--the concentration of iron ion in the corrosive fluid of-----have inhibiter
During experimental result is listed in the table below.
As seen data reach 20 μ g/g when above when inhibiter adds concentration from table, and corrosion inhibition rate can reach more than 80%.
Embodiment 2
The processing step of water-soluble imidazoline amide corrosion inhibitor preparation is as follows.
(1) water-soluble imidazoline amide is synthetic
With polyethylene polyamine, Glacial acetic acid and lipid acid is raw material, and by mass percentage, proportioning raw materials is:
Polyethylene polyamine 50%, Glacial acetic acid 20%, lipid acid 30%.
Wherein polyethylene polyamine is a diethylenetriamine, and lipid acid is oleic acid.
Make solvent with toluene, in solvent, add polyethylene polyamine, Glacial acetic acid and lipid acid successively, three kinds of raw materials are molten in toluene, under 140 ℃ of conditions of temperature, carried out amidate action 2 hours, products therefrom carried out ring-closure reaction 2 hours under normal pressure, under 240 ℃ of conditions of temperature, simultaneously toluene is steamed, makes water-soluble imidazoline amide.
(2) preparation of inhibiter
By percentage to the quality, following raw material is mixed, stirring under normal temperature gets final product.
Water-soluble imidazoline amide 20%, ethanol 15%, water 65%.
Water-soluble imidazoline amide is the present invention's synthetic material first, and its physico-chemical property sees Table 1.
The synthetic water-soluble imidazoline amide has been carried out Infrared spectroscopy, and its infrared spectrogram as shown in drawings.
2820cm
-1And 2853cm
-1Absorption peak is the stretching vibration peak of methyl and methylene radical, 1651cm
-1Place's absorption peak is a C=N key stretching vibration peak, is the characteristic peak of tetrahydroglyoxaline ring, proves the existence of tetrahydroglyoxaline ring.1557cm
-1And 3285cm
-1The absorption peak proof has amide group to have 1657cm
-1Place's absorption peak proof has carbonyl to have 720cm
-1The place is-(CH
2)
n-functional group rocking vibration absorption peak.Prove that thus this material is the imidazoline amide compound.
The synthetic water-soluble imidazoline amide has been carried out the dissolubility test in water, and the result is as shown in table 2.
Mass concentration is the red-brown transparent liquid from 10%～50% the water-soluble imidazoline amide aqueous solution, and 0～60 ℃ stores 30 days down, and outward appearance does not change.
The using method of prepared inhibiter is as follows.
Inhibiter continuous injection is arrived refinery primary tower top, atmospheric tower top or vacuum distillation tower top, in adding initial 7 days of inhibiter, be the membranae praeformativa phase, adding dosage is 290 μ g/g (distillating water by cat head calculates), later on by normally adding dosage 95 μ g/g (distillating water by cat head calculates) filling.Iron concentration in the overhead condensation water can be reduced to below the 2 μ g/g.
Embodiment 3
The processing step of water-soluble imidazoline amide corrosion inhibitor preparation is as follows.
(1) water-soluble imidazoline amide is synthetic
With polyethylene polyamine, Glacial acetic acid and lipid acid is raw material, and by mass percentage, proportioning raw materials is:
Polyethylene polyamine 45%, Glacial acetic acid 45%, lipid acid 10%.
Wherein polyethylene polyamine is nine ethene, ten amine, and lipid acid is naphthenic acid.
Make solvent with toluene, in solvent, add polyethylene polyamine, Glacial acetic acid and lipid acid successively, three kinds of raw materials are molten in toluene, under 110 ℃ of conditions of temperature, carried out amidate action 5 hours, products therefrom carried out ring-closure reaction 5 hours under normal pressure, under 200 ℃ of conditions of temperature, simultaneously toluene is steamed, make water-soluble imidazoline amide.
(2) preparation of inhibiter
By percentage to the quality, following raw material is mixed, stirring under normal temperature gets final product.
Water-soluble imidazoline amide 15%, quadrol 10%, the ammoniacal liquor 10% of mass concentration 28%, ethanol 10%, water 55%.
Water-soluble imidazoline amide is the present invention's synthetic material first, and its physico-chemical property sees Table 1.
The synthetic water-soluble imidazoline amide has been carried out Infrared spectroscopy, and its infrared spectrogram as shown in drawings.
2820cm
-1And 2853cm
-1Absorption peak is the stretching vibration peak of methyl and methylene radical, 1651cm
-1Place's absorption peak is a C=N key stretching vibration peak, is the characteristic peak of tetrahydroglyoxaline ring, proves the existence of tetrahydroglyoxaline ring.1557cm
-1And 3285cm
-1The absorption peak proof has amide group to have 1657cm
-1Place's absorption peak proof has carbonyl to have 720cm
-1The place is-(CH
2)
n-functional group rocking vibration absorption peak.Prove that thus this material is the imidazoline amide compound.
The synthetic water-soluble imidazoline amide has been carried out the dissolubility test in water, and the result is as shown in table 2.
Mass concentration is the red-brown transparent liquid from 10%～50% the water-soluble imidazoline amide aqueous solution, and 0～60 ℃ stores 30 days down, and outward appearance does not change.
The using method of prepared inhibiter is as follows.
Inhibiter continuous injection to refinery hydrogenation fractionating top of tower, is the membranae praeformativa phase in adding initial 7 days of inhibiter, adding dosage is 50 μ g/g (distillating water by cat head calculates), later on by normally adding dosage 30 μ g/g (distillating water by cat head calculates) filling.Iron concentration in the overhead condensation water can be reduced to below the 3 μ g/g.
Embodiment 4
The processing step of water-soluble imidazoline amide corrosion inhibitor preparation is as follows.
(1) water-soluble imidazoline amide is synthetic
With polyethylene polyamine, Glacial acetic acid and lipid acid is raw material, and by mass percentage, proportioning raw materials is:
Polyethylene polyamine 20%, Glacial acetic acid 50%, lipid acid 30%.
Wherein polyethylene polyamine is a tetraethylene pentamine, and lipid acid is n-nonanoic acid.
Make solvent with toluene, in solvent, add polyethylene polyamine, Glacial acetic acid and lipid acid successively, three kinds of raw materials are molten in toluene, under 120 ℃ of conditions of temperature, carried out amidate action 4 hours, products therefrom carried out ring-closure reaction 4 hours under normal pressure, under 220 ℃ of conditions of temperature, simultaneously toluene is steamed, make water-soluble imidazoline amide.
(2) preparation of inhibiter
By percentage to the quality, following raw material is mixed, stirring under normal temperature gets final product.
Water-soluble imidazoline amide 30%, water 70%.
Water-soluble imidazoline amide is the present invention's synthetic material first, and its physico-chemical property sees Table 1.
The synthetic water-soluble imidazoline amide has been carried out Infrared spectroscopy, and its infrared spectrogram as shown in drawings.
2820cm
-1And 2853cm
-1Absorption peak is the stretching vibration peak of methyl and methylene radical, 1651cm
-1Place's absorption peak is a C=N key stretching vibration peak, is the characteristic peak of tetrahydroglyoxaline ring, proves the existence of tetrahydroglyoxaline ring.1557cm
-1And 3285cm
-1The absorption peak proof has amide group to have 1657cm
-1Place's absorption peak proof has carbonyl to have 720cm
-1The place is-(CH
2)
n-functional group rocking vibration absorption peak.Prove that thus this material is the imidazoline amide compound.
The synthetic water-soluble imidazoline amide has been carried out the dissolubility test in water, and the result is as shown in table 2.
Mass concentration is the red-brown transparent liquid from 10%～50% the water-soluble imidazoline amide aqueous solution, and 0～60 ℃ stores 30 days down, and outward appearance does not change.
The using method of prepared inhibiter is as follows.
Inhibiter continuous injection is arrived refinery primary tower top, atmospheric tower top or vacuum distillation tower top, in adding initial 7 days of inhibiter, be the membranae praeformativa phase, adding dosage is 100 μ g/g (distillating water by cat head calculates), later on by normally adding dosage 65 μ g/g (distillating water by cat head calculates) filling.Iron concentration in the overhead condensation water can be reduced to below the 2 μ g/g.
Embodiment 5
The processing step of water-soluble imidazoline amide corrosion inhibitor preparation is as follows.
(1) water-soluble imidazoline amide is synthetic
With polyethylene polyamine, Glacial acetic acid and lipid acid is raw material, and by mass percentage, proportioning raw materials is:
Polyethylene polyamine 20～50%, Glacial acetic acid 20～50%, lipid acid 10～30%.
Wherein polyethylene polyamine is six ethene, seven amine, and lipid acid is oleic acid.
Make solvent with toluene, in solvent, add polyethylene polyamine, Glacial acetic acid and lipid acid successively, three kinds of raw materials are molten in toluene, under 140 ℃ of conditions of temperature, carried out amidate action 3 hours, products therefrom carried out ring-closure reaction 3 hours under normal pressure, under 200 ℃ of conditions of temperature, simultaneously toluene is steamed, make water-soluble imidazoline amide.
(2) preparation of inhibiter
By percentage to the quality, following raw material is mixed, stirring under normal temperature gets final product.
Water-soluble imidazoline amide 25%, the ammoniacal liquor 18% of mass concentration 25%, ethanol 15%, water 42%.
Water-soluble imidazoline amide is the present invention's synthetic material first, and its physico-chemical property sees Table 1.
The synthetic water-soluble imidazoline amide has been carried out Infrared spectroscopy, and its infrared spectrogram as shown in drawings.
2820cm
-1And 2853cm
-1Absorption peak is the stretching vibration peak of methyl and methylene radical, 1651cm
-1Place's absorption peak is a C=N key stretching vibration peak, is the characteristic peak of tetrahydroglyoxaline ring, proves the existence of tetrahydroglyoxaline ring.1557cm
-1And 3285cm
-1The absorption peak proof has amide group to have 1657cm
-1Place's absorption peak proof has carbonyl to have 720cm
-1The place is-(CH
2)
n-functional group rocking vibration absorption peak.Prove that thus this material is the imidazoline amide compound.
The synthetic water-soluble imidazoline amide has been carried out the dissolubility test in water, and the result is as shown in table 2.
Mass concentration is the red-brown transparent liquid from 10%～50% the water-soluble imidazoline amide aqueous solution, and 0～60 ℃ stores 30 days down, and outward appearance does not change.
The using method of prepared inhibiter is as follows.
Inhibiter continuous injection is arrived refinery primary tower top, atmospheric tower top or vacuum distillation tower top, in adding initial 7 days of inhibiter, be the membranae praeformativa phase, adding dosage is 220 μ g/g (distillating water by cat head calculates), later on by normally adding dosage 50 μ g/g (distillating water by cat head calculates) filling.Iron concentration in the overhead condensation water can be reduced to below the 2 μ g/g.
Claims (3)
1. water-soluble imidazoline amide corrosion inhibitor, by percentage to the quality, it consists of: water-soluble imidazoline amide 10%～30%, quadrol 0～15%, the ammoniacal liquor 0～20% of mass concentration 25～28%, ethanol 0～20%, water 40%～90%, wherein the water-soluble imidazoline amide structural formula is:
N=1～8 wherein, R is an alkyl.
2. the preparation method of the described water-soluble imidazoline amide corrosion inhibitor of claim 1 is characterized in that processing step is as follows:
(1) water-soluble imidazoline amide is synthetic
With polyethylene polyamine, Glacial acetic acid and lipid acid is raw material, and by mass percentage, proportioning raw materials is: polyethylene polyamine 20～50%, Glacial acetic acid 20～50%, lipid acid 10～30%; Wherein polyethylene polyamine is diethylenetriamine, triethylene tetramine, tetraethylene pentamine, five ethene hexamines, six ethene, seven amine, seven ethene, eight amine, eight ethene, nine amine or nine ethene, ten amine, and lipid acid is n-nonanoic acid, oleic acid or naphthenic acid;
Make solvent with toluene, in solvent, add polyethylene polyamine, Glacial acetic acid and lipid acid successively, three kinds of raw materials are molten in toluene, under 110～140 ℃ of conditions of temperature, carried out amidate action 2～5 hours, products therefrom carried out ring-closure reaction 2～5 hours under normal pressure, under 200～240 ℃ of conditions of temperature, simultaneously toluene is steamed, make water-soluble imidazoline amide;
(2) preparation of inhibiter
By percentage to the quality, following raw material is mixed, stirring under normal temperature gets final product;
Water-soluble imidazoline amide 10%～30%, quadrol 0～15%, the ammoniacal liquor 0～20% of mass concentration 25～28%, ethanol 0～20%, water 40%～90%.
3. the using method of the described water-soluble imidazoline amide corrosion inhibitor of claim 1, it is characterized in that: inhibiter continuous injection is arrived refinery primary tower top, atmospheric tower top, vacuum distillation tower top or hydrogenation fractionating top of tower, in adding initial 7 days of inhibiter, be the membranae praeformativa phase, add dosage and distillate water by cat head and be calculated as 40～300 μ g/g, add dosage later on and distillate water by cat head and calculate 20～100 μ g/g.
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| CN105132922A (en) * | 2015-09-14 | 2015-12-09 | 中国石油大学(华东) | Preparation method of oil-soluble corrosion inhibitor for inhibiting overhead circulating corrosion of fractionating tower |
| CN105132922B (en) * | 2015-09-14 | 2019-03-01 | 中国石油大学(华东) | A kind of preparation method for the oil-soluble inhibitor for inhibiting fractionation tower top to follow corrosion |
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| CN111058043A (en) * | 2018-10-17 | 2020-04-24 | 中国石油化工股份有限公司 | Organic composite corrosion inhibitor and method for inhibiting carbon steel corrosion in Fischer-Tropsch synthesis reaction water by using same |
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| CN112321511A (en) * | 2020-11-04 | 2021-02-05 | 沈阳工业大学 | Hydroxyalkylimidazoline amide and preparation method and application thereof |
| CN114085188A (en) * | 2022-01-24 | 2022-02-25 | 山东德仕化工有限公司 | Imidazoline corrosion inhibitor and preparation method and application thereof |
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