CN103497122A - 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 PDF

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CN103497122A
CN103497122A CN201310448532.7A CN201310448532A CN103497122A CN 103497122 A CN103497122 A CN 103497122A CN 201310448532 A CN201310448532 A CN 201310448532A CN 103497122 A CN103497122 A CN 103497122A
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dibromosalicylaldehyde
para
shrinkage
schiff base
polyethylene glycol
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CN103497122B (en
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刘峥
刘进
张菁
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Guilin University of Technology
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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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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Mechanical Engineering (AREA)
  • Metallurgy (AREA)
  • Organic Chemistry (AREA)
  • 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

3,5-Dibromosalicylaldehyde contracting para-amino benzoic acid Containing Schiff-bases polyoxyethylene glycol lauric acid monoester and application thereof
Technical field
The invention belongs to the inhibiter technical field, particularly a kind of prevent that carbon steel and goods thereof from corroding in oil-field water solution 3,5-Dibromosalicylaldehyde contracting para-amino benzoic acid Containing Schiff-bases polyoxyethylene glycol lauric acid monoester.
Background technology
Metallic substance all is widely used in every field, the corrosion meeting of metallic substance brings about great losses to the economy of national society, according to relevant report, point out, 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, research and development corrosion of metal means of defence is to promoting socio-economic development significant.The application of tensio-active agent in the corrosion inhibition for metal field is one of its topmost application.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 coating effect how much, thereby metal is played to corrosion inhibition.In recent years, the development and application of Surfactant is the focus of region of chemistry and inhibition circle always, also constantly emerge some novel tensio-active agent kinds, 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 have the surface-active while, and corrosion inhibition for metal has also been made to huge contribution.Take a broad view of forefathers' achievement in research, great majority are to utilize merely the amphiphilic structure of tensio-active agent to reach the inhibition purpose.Because the Schiff bases compound contains imine group (C=N-); some aromatic Schiff's base are except the two keys of contain-C=N-; on some phenyl ring, also have-the OH group; and the organic inhibition agent molecule contains heteroatoms and the π-electron conjugated systems such as N, S, O or P; easy and metal forms coordinate bond; thereby can be adsorbed on metallic surface, form the inhibition protection film.Therefore, if can in surfactant molecule, introduce the Containing Schiff-bases structure, the range of application of tensio-active agent just is expected to be enlarged, corrosion inhibition also is 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, synthesized 3,5-Dibromosalicylaldehyde contracting para-amino benzoic acid Containing Schiff-bases polyoxyethylene glycol lauric acid monoester tensio-active agent, and probed into this novel surfactant corrosion inhibition to carbon steel in the simulated oil water in field.
Summary of the invention
The purpose of this invention is to provide a kind of tensio-active agent 3 with corrosion inhibition, 5-Dibromosalicylaldehyde contracting para-amino benzoic acid Containing Schiff-bases polyoxyethylene glycol lauric acid monoester and application thereof.
The structural formula of 3,5-Dibromosalicylaldehyde contracting para-amino benzoic acid Containing Schiff-bases polyoxyethylene glycol lauric acid monoester is:
。
Described 3,5-Dibromosalicylaldehyde contracting para-amino benzoic acid Containing Schiff-bases polyoxyethylene glycol lauric acid monoester is applied to prevent that carbon steel and goods thereof from corroding in oil-field water solution.
Advantage of the present invention is to live and Schiff's base coordination function by the superficiality of tensio-active agent, makes 3,5-Dibromosalicylaldehyde contracting para-amino benzoic acid Containing Schiff-bases polyoxyethylene glycol lauric acid monoester in the easy absorption film-forming of steel surface, has higher corrosion inhibition.
Embodiment
embodiment:
The structural formula of (1) 3,5-Dibromosalicylaldehyde contracting para-amino benzoic acid Containing Schiff-bases polyoxyethylene glycol lauric acid monoester:
。
The preparation method of (2) 3,5-Dibromosalicylaldehyde contracting para-amino benzoic acid Containing Schiff-bases polyoxyethylene glycol lauric acid monoesters is:
A. prepare 3,5-Dibromosalicylaldehyde contracting para-amino benzoic acid Schiff's base
Take 3 of 2.7991 grams (0.01 mole), the 5-Dibromosalicylaldehyde is in 100 milliliters of there-necked flasks, with 30 milliliters of dehydrated alcohol ultrasonic dissolutions, take 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 ℃ of waters bath with thermostatic control, magnetic agitation refluxes 2 hours, product takes out standing 7 hours, after all separating out, precipitation filters, leach thing absolute ethanol washing 2 times, put into 40 ℃ 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. prepare the polyoxyethylene glycol lauric acid monoester
Take the polyoxyethylene glycol (400) of 12 grams (0.03 mole) and the boric acid of 0.6183 gram (0.01 mole) and be placed in the there-necked flask of 100 milliliters, this reaction system is the vacuum decompression state, under the low pressure of 0.1MPa, oil bath is heated to 120 ℃, sustained reaction 2 hours, after being cooled to room temperature, add respectively again the lauric acid of 6.0096 grams (0.03 mole) and the p-methyl benzenesulfonic acid of 0.226 gram, continuation oil bath under the low pressure of 0.1MPa is heated to 120 ℃, sustained reaction 3 hours, be cooled to room temperature, then add in 0.7 gram sodium acetate and system in p-methyl benzenesulfonic acid, the distilled water that adds again 5 milliliters, 95 ℃ of stirred in water bath, selective hydrolysis 1 hour, then add isopyknic saturated aqueous common salt, make paratoluenesulfonic acid sodium salt, the Sodium Tetraborate generated after the sodium acetate that unreacted is complete and hydrolysis is dissolved in saturated aqueous common salt, after cooling, isolate the product that solidify on upper strata, by the slow circumvolve evaporation in Rotary Evaporators of isolated product, remove moisture, obtain light yellow oily liquid and be the polyoxyethylene glycol lauric acid monoester.
C. prepare 3,5-Dibromosalicylaldehyde contracting para-amino benzoic acid Containing Schiff-bases polyoxyethylene glycol lauric acid monoester
Take that 0.7981 gram a step makes 3, together with the polyoxyethylene glycol lauric acid monoester that 5-Dibromosalicylaldehyde contracting para-amino benzoic acid Schiff's base makes with 1.1646 gram b steps, be dissolved in 20 milliliters of DMF solvents, after mixing, add again 0.0196 gram tosic acid, oil bath is heated to 130 ℃, sustained reaction 3 hours, cooling after, steaming desolventizes, obtain the burgundy oily liquids, be 3,5-Dibromosalicylaldehyde contracting para-amino benzoic acid Containing Schiff-bases polyoxyethylene glycol lauric acid monoester.
The application of (3) 3,5-Dibromosalicylaldehyde contracting para-amino benzoic acid Containing Schiff-bases polyoxyethylene glycol lauric acid monoesters:
A. prepare the carbon steel test piece: prepare the carbon steel coupon that 16 specifications are 50 millimeters * 10 millimeters * 2 millimeters, use respectively the silicon carbide paper of 240#, 600# and 1500# that the carbon steel coupon polishing is extremely smooth smooth, putting into the beaker that fills acetone soaks 5 minutes, with absorbent cotton, dry, put into the dehydrated alcohol immersion again and within 5 minutes, carry out further degreasing, dry up with blower after the taking-up test piece, in loft drier, drying is 5 hours, use 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 standby.
B. prepare the simulated oil water in field: take respectively medicine adding distil water by table 1 formula and be stirred to fully and dissolve, move in 1 liter of volumetric flask and carry out constant volume, logical nitrogen deoxygenation in 15 minutes, more logical carbonic acid gas obtains the simulated oil water in field to saturated.
Table 1 simulated oil water in field formula
Figure 541012DEST_PATH_IMAGE003
C. weight-loss method is measured corrosion inhibition: get each 20 milliliters, the simulated oil water in field for preparing and be contained in the beaker of 50 milliliters that 6 size specifications are identical, wherein one group is the blank group, other 5 groups add respectively 3 of different mass, 5-Dibromosalicylaldehyde contracting para-amino benzoic acid Containing Schiff-bases polyoxyethylene glycol lauric acid monoester, make 3, the concentration of 5-Dibromosalicylaldehyde contracting para-amino benzoic acid Containing Schiff-bases polyoxyethylene glycol lauric acid monoester in the simulated oil water in field is respectively 20 mg/litre, 50 mg/litre, 100 mg/litre, 150 mg/litre, 200 mg/litre, the carbon steel coupon mark of respectively the b step being handled well is again put into well 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 surperficial solid paraffin, after distilled water flushing, wipe gently surperficial corrosion product with absorbent cotton, put into the sherwood oil degreasing degreasing, use again dehydrated alcohol ultrasonic cleaning further degreasing in 5 minutes after cleaning with absorbent cotton, put into loft drier after finally drying with filter paper dry 4 hours, finally use analytical balance accurate weighing to 0.0001 gram, record weightless data, experiment repeats 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 tbe respectively the quality after front and corrosion are corroded in the carbon steel test piece, g; The working area that S is 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 the inhibiter condition.
Table 2 weightless test data
Weightless test data from table 2, add 3, weightless obviously minimizing after 5-Dibromosalicylaldehyde contracting para-amino benzoic acid Containing Schiff-bases polyoxyethylene glycol lauric acid monoester, illustrate 3, 5-Dibromosalicylaldehyde contracting para-amino benzoic acid Containing Schiff-bases polyoxyethylene glycol lauric acid monoester 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 variation of corrosion inhibition rate is little, show when the concentration of 100 mg/litre, the inhibition molecule has been adsorbed on metallic surface preferably, form dense protective membrane.

Claims (2)

1. the tensio-active agent 3 with corrosion inhibition, 5-Dibromosalicylaldehyde contracting para-amino benzoic acid Containing Schiff-bases polyoxyethylene glycol lauric acid monoester, the structural formula that it is characterized in that 3,5-Dibromosalicylaldehyde contracting para-amino benzoic acid Containing Schiff-bases polyoxyethylene glycol lauric acid monoester is:
Figure 53428DEST_PATH_IMAGE002
。
2. according to claim 13, the application of 5-Dibromosalicylaldehyde contracting para-amino benzoic acid Containing Schiff-bases polyoxyethylene glycol lauric acid monoester, it is characterized in that describedly 3,5-Dibromosalicylaldehyde contracting para-amino benzoic acid Containing Schiff-bases polyoxyethylene glycol lauric acid monoester is applied to prevent that carbon steel and goods thereof from corroding in oil-field water solution.
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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN105738441A (en) * 2016-02-26 2016-07-06 运城学院 Modified glassy carbon electrode and preparation method and application thereof

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CN101988202A (en) * 2009-08-07 2011-03-23 中国科学院海洋研究所 Carboxymethyl chitosan oligosaccharide schiff base organic carbon steel seawater corrosion inhibitor and application thereof
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JP2004270094A (en) * 2003-03-11 2004-09-30 Toray Ind Inc Polyester short fiber
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CN102433564A (en) * 2011-09-23 2012-05-02 桂林理工大学 Preparation method of Schiff-base corrosion inhibitor by condensation of o-oxy-acetate-benzaldehyde and substituted aniline

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NABEL A. NEGM, MOHAMED F. ZAKI: "Corrosion inhibition efficiency of nonionic Schiff base amphiphiles of p-aminobenzoic acid for aluminum in 4N HCL", 《COLLOIDS AND SURFACES A: PHYSICOCHEM. ENG. ASPECTS》 *

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN105738441A (en) * 2016-02-26 2016-07-06 运城学院 Modified glassy carbon electrode and preparation method and application thereof
CN105738441B (en) * 2016-02-26 2018-06-05 运城学院 A kind of modified glassy carbon electrode and its preparation method and application

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