CN103497122B - 3,5-dibromosalicylaldehyde shrinkage para aminobenzoic acid Schiff base based polyethylene glycol monolaurate and application thereof - Google Patents
3,5-dibromosalicylaldehyde shrinkage para aminobenzoic acid Schiff base based polyethylene glycol monolaurate and application thereof Download PDFInfo
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- CN103497122B CN103497122B CN201310448532.7A CN201310448532A CN103497122B CN 103497122 B CN103497122 B CN 103497122B CN 201310448532 A CN201310448532 A CN 201310448532A CN 103497122 B CN103497122 B CN 103497122B
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- polyethylene glycol
- dibromosalicylaldehyde
- glycol monolaurate
- acid schiff
- shrinkage
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- 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
- C23F11/146—Nitrogen-containing compounds containing a multiple nitrogen-to-carbon bond
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- Preventing Corrosion Or Incrustation Of Metals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a surfactant 3,5-dibromosalicylaldehyde shrinkage para aminobenzoic acid Schiff base based polyethylene glycol monolaurate with a corrosion inhibition effect and application thereof. The structural formula of the 3,5-dibromosalicylaldehyde shrinkage para aminobenzoic acid Schiff base based polyethylene glycol monolaurate is shown in the specification, and the 3,5-dibromosalicylaldehyde shrinkage para aminobenzoic acid Schiff base based polyethylene glycol monolaurate is used for preventing carbon steel and products thereof from being corroded in aqueous solutions in oilfields. The surfactant and applications thereof disclosed by the invention have the advantages that by using the surface activity of the surfactant and the coordination function of the Schiff base, the 3,5-dibromosalicylaldehyde shrinkage para aminobenzoic acid Schiff base based polyethylene glycol monolaurate is easily formed into a film by adsorbing on the surface of carbon steel, so that the 3,5-dibromosalicylaldehyde shrinkage para aminobenzoic acid Schiff base based polyethylene glycol monolaurate has relatively high corrosion inhibition performance.
Description
Technical field
The invention belongs to inhibiter technical field, particularly a kind of 3,5-Dibromosalicylaldehyde contracting acid Schiff-base polyethylene glycol monolaurate preventing carbon steel and goods thereof from corroding in oil-field water solution.
Background technology
Metallic substance is all widely used in every field, the corrosion of metallic substance can bring about great losses to the economy of national society, point out according to relevant report, the financial loss that industrially developed country is caused by metallic corrosion every year accounts for the 2%-4% of gross national product then.Therefore, corrosion of metal means of defence is researched and developed significant to promotion socio-economic development.Tensio-active agent is one of its topmost application in the application in corrosion inhibition for metal field.The tensio-active agent with corrosion inhibition can form adsorption film in metallic surface, and hydrophilic radical is adsorbed on metallic surface, and physics or chemisorption occur, and forms geometry coating effect, thus plays corrosion inhibition to metal.In recent years, the development and application of Surfactant is the focus of region of chemistry and inhibition circle always, also the tensio-active agent kind that some are novel is constantly emerged, as Gemini surface active agent (Gemini Surfactant), Ionic Liquid as Surface Active Agent, Oligomeric Surfactants and New Schiff Base class tensio-active agent etc., these tensio-active agents, having surface-active while, have also made tremendous contribution to corrosion inhibition for metal.Take a broad view of the achievement in research of forefathers, great majority utilize merely the amphiphilic structure of tensio-active agent to reach inhibition object.Because Schiff bases compound contains imine group (-C=N-); some aromatic Schiff's base are except containing-C=N-double bond; some phenyl ring also has-OH group; and organic inhibition agent molecule contains the heteroatomss such as N, S, O or P and π-electron-conjugated system; easy and metal forms coordinate bond; thus can metallic surface be adsorbed on, form inhibition protection film.Therefore, if can introduce Containing Schiff-bases structure in surfactant molecule, the range of application of tensio-active agent is just expected to obtain expansion, corrosion inhibition is also expected to be improved.Based on above thinking, the present invention is by schiff base structure and the condensation of polyoxyethylene glycol lauric acid monoester long-chain, synthesize 3,5-Dibromosalicylaldehyde contracting acid Schiff-base polyethylene glycol monolaurate tensio-active agent, and probed into this novel surfactant in simulated oil water in field to the corrosion inhibition of carbon steel.
Summary of the invention
The object of this invention is to provide a kind of tensio-active agent 3,5-Dibromosalicylaldehyde contracting acid Schiff-base polyethylene glycol monolaurate and the application thereof with corrosion inhibition.
The structural formula of 3,5-Dibromosalicylaldehyde contracting acid Schiff-base polyethylene glycol monolaurate is:
。
Described 3,5-Dibromosalicylaldehyde contracting acid Schiff-base polyethylene glycol monolaurate are applied to and prevent carbon steel and goods thereof from corroding in oil-field water solution.
Advantage of the present invention is lived and Schiff's base coordination function by the superficiality of tensio-active agent, makes 3,5-Dibromosalicylaldehyde contracting acid Schiff-base polyethylene glycol monolaurate in the easy absorption film-forming of steel surface, have higher corrosion inhibition.
Embodiment
embodiment:
The structural formula of (1) 3,5-Dibromosalicylaldehyde contracting acid Schiff-base polyethylene glycol monolaurate:
。
The preparation method of (2) 3,5-Dibromosalicylaldehyde contracting acid Schiff-base polyethylene glycol monolaurate is:
A. 3,5-Dibromosalicylaldehyde contracting para-amino benzoic acid Schiff's base is prepared
Take 3 of 2.7991 grams (0.01 moles), 5-Dibromosalicylaldehyde is in 100 milliliters of there-necked flasks, with 30 milliliters of dehydrated alcohol ultrasonic dissolutions, take the para-amino benzoic acid 1.3714 grams (0.01 mole) of equimolar amount in beaker, with 40 milliliters of dehydrated alcohol ultrasonic dissolutions, above-mentioned two kinds of solution mix under 65 DEG C of waters bath with thermostatic control, magnetic agitation refluxes 2 hours, product takes out and leaves standstill 7 hours, filter after whole precipitation to be precipitated, much filtrate absolute ethanol washing 2 times, put into 40 DEG C of vacuum drying ovens dry 24 hours, obtain orange/yellow solid and be 3, 5-Dibromosalicylaldehyde contracting para-amino benzoic acid Schiff's base.
B. polyoxyethylene glycol lauric acid monoester is prepared
The boric acid of the polyoxyethylene glycol (400) and 0.6183 gram (0.01 mole) that take 12 grams (0.03 moles) is placed in the there-necked flask of 100 milliliters, this reaction system is vacuum decompression state, under the low pressure of 0.1MPa, oil bath is heated to 120 DEG C, sustained reaction 2 hours, after being cooled to room temperature, add the lauric acid of 6.0096 grams (0.03 moles) and the p-methyl benzenesulfonic acid of 0.226 gram more respectively, continue oil bath under the low pressure of 0.1MPa and be heated to 120 DEG C, sustained reaction 3 hours, be cooled to room temperature, then to add in 0.7 gram of sodium acetate and p-methyl benzenesulfonic acid in system, add the distilled water of 5 milliliters again, 95 DEG C of stirred in water bath, selective hydrolysis 1 hour, then isopyknic saturated aqueous common salt is added, make paratoluenesulfonic acid sodium salt, the sodium acetate that unreacted is complete and the rear Sodium Tetraborate generated of hydrolysis are dissolved in saturated aqueous common salt, after cooling, isolate the product that upper strata is solidified, by the slow circumvolve evaporation in Rotary Evaporators of isolated product, removing moisture, obtain pale yellowish oil liquid and be polyoxyethylene glycol lauric acid monoester.
C. 3,5-Dibromosalicylaldehyde contracting acid Schiff-base polyethylene glycol monolaurate is prepared
Take 0.7981 gram of a and walk obtain 3, be dissolved in 20 milliliters of DMF solvents, after mixing together with the polyoxyethylene glycol lauric acid monoester that 5-Dibromosalicylaldehyde contracting para-amino benzoic acid Schiff's base and 1.1646 grams of b steps obtain, add 0.0196 gram of tosic acid again, oil bath is heated to 130 DEG C, and sustained reaction 3 hours, after cooling, steaming desolventizes, obtain burgundy oily liquids, be 3,5-Dibromosalicylaldehyde contracting acid Schiff-base polyethylene glycol monolaurate.
The application of (3) 3,5-Dibromosalicylaldehyde contracting acid Schiff-base polyethylene glycol monolaurate:
A. carbon steel test piece is prepared: prepare the carbon steel coupon that 16 specifications are 50 millimeters × 10 millimeters × 2 millimeters, use the silicon carbide paper of 240#, 600# and 1500# respectively by carbon steel coupon polishing to flat smooth, put into the beaker filling acetone to soak 5 minutes, dry with absorbent cotton, put into dehydrated alcohol immersion again and carry out further degreasing in 5 minutes, dry up with blower after taking out test piece, drying 5 hours in loft drier, with analytical balance accurate weighing to 0.0001 gram after taking out, and record data.Seal no cross section with solid paraffin, stay the working face of 1 × 1 square centimeter for subsequent use.
B. simulated oil water in field is prepared: filling a prescription by table 1 takes medicine and adding distil water is stirred to and dissolves completely respectively, moves in 1 liter of volumetric flask and carry out constant volume, logical nitrogen deoxygenation in 15 minutes, more logical carbonic acid gas is to saturated, be i.e. acquisition simulated oil water in field.
Table 1 simulated oil water in field is filled a prescription
C. weight-loss method measures corrosion inhibition: get each 20 milliliters of the simulated oil water in field prepared and be contained in the identical beaker of 50 milliliters of 6 size specifications, wherein one group is blank group, other 5 groups add 3 of different mass respectively, 5-Dibromosalicylaldehyde contracting acid Schiff-base polyethylene glycol monolaurate, make 3, the concentration of 5-Dibromosalicylaldehyde contracting acid Schiff-base polyethylene glycol monolaurate in simulated oil water in field is respectively 20 mg/litre, 50 mg/litre, 100 mg/litre, 150 mg/litre, 200 mg/litre, respectively b is walked the carbon steel coupon handled well again to mark and put into 6 beakers, the zero-G test cycle is 72 hours, in experimentation, beaker needs sealing, take out carbon steel coupon after 72 hours and remove surface solid paraffin, after distilled water flushing, the corrosion product on surface is wiped gently with absorbent cotton, put into sherwood oil degreasing degreasing, after cleaning with absorbent cotton, use dehydrated alcohol ultrasonic cleaning further degreasing in 5 minutes again, put into loft drier after finally drying with filter paper dry 4 hours, finally use analytical balance accurate weighing to 0.0001 gram, record Weight loss data, experiment repetition twice, averages.
Erosion rate V calculates by formula (1), and inhibition efficiency IE calculates by formula (2):
V=(W
0－W
t)/(S×t) （1）
In formula, V is erosion rate, gm
-2h
-1; W
0and W
tquality before being respectively carbon steel test piece corrosion and after corrosion, g; S is the working area of test piece, m
2; T is the corrosion experiment time, h.
IE= [ (V
0–V
t) / V
0] × 100% （2）
In formula, IE is inhibition efficiency, %; V
0for erosion rate under blank condition, gm
-2h
-1; V
tfor adding the erosion rate under inhibiter condition.
Table 2 weightless test data
From the weightless test data of table 2, add 3, weightless obviously minimizing after 5-Dibromosalicylaldehyde contracting acid Schiff-base polyethylene glycol monolaurate, illustrate 3, 5-Dibromosalicylaldehyde contracting acid Schiff-base polyethylene glycol monolaurate has better corrosion inhibition, when concentration is 20 mg/litre, corrosion inhibition rate just reaches more than 65%, when concentration reaches 100 mg/litre, corrosion inhibition rate is all more than 80%, along with concentration continues to raise, the change of corrosion inhibition rate is little, show when the concentration of 100 mg/litre, inhibition molecule is adsorbed on metallic surface preferably, form dense protective membrane.
Claims (1)
1. one kind has the tensio-active agent 3 of corrosion inhibition, the application of 5-Dibromosalicylaldehyde contracting acid Schiff-base polyethylene glycol monolaurate, it is characterized in that described 3,5-Dibromosalicylaldehyde contracting acid Schiff-base polyethylene glycol monolaurate are applied to prevents carbon steel and goods thereof from corroding in oil-field water solution;
The structural formula of described 3,5-Dibromosalicylaldehyde contracting acid Schiff-base polyethylene glycol monolaurate is:
；
N in structure above is 9.
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