CN104449602B - A kind of anti-high concentrated acid corrosion and wear-resistant inhibition lubricant and preparation method thereof - Google Patents
A kind of anti-high concentrated acid corrosion and wear-resistant inhibition lubricant and preparation method thereof Download PDFInfo
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- CN104449602B CN104449602B CN201410774814.0A CN201410774814A CN104449602B CN 104449602 B CN104449602 B CN 104449602B CN 201410774814 A CN201410774814 A CN 201410774814A CN 104449602 B CN104449602 B CN 104449602B
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K8/00—Compositions for drilling of boreholes or wells; Compositions for treating boreholes or wells, e.g. for completion or for remedial operations
- C09K8/02—Well-drilling compositions
- C09K8/03—Specific additives for general use in well-drilling compositions
- C09K8/035—Organic additives
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D277/38—Nitrogen atoms
- C07D277/42—Amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon radicals
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2208/00—Aspects relating to compositions of drilling or well treatment fluids
- C09K2208/32—Anticorrosion additives
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2208/00—Aspects relating to compositions of drilling or well treatment fluids
- C09K2208/34—Lubricant additives
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Lubricants (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Preventing Corrosion Or Incrustation Of Metals (AREA)
Abstract
The present invention relates to a kind of anti-high concentrated acid corrosion and wear-resistant inhibition lubricant and preparation method thereof, belong to organic chemical industry's preparation field.The present invention is by synthesizing the phenyl thiazole of 2 amino 5 → amino of 5 phenyl 2（1‑R1The R of base 22The oxo n bases of base 3）Thiazole → the amino of chlorination ethoxycarbonyl 2（1‑R1The R of base 22The oxo n bases of base 3）Inhibition lubricant finished product is made in 5 phenyl thiazole ammoniums.The inhibition lubricant contains thiazole ring, phenyl ring, amido, carbonyl and ester group etc., wherein S, N and O atom are the higher electronegative atoms of activity, easily form hydrogen bond and a variety of non-covalent interactions such as metallic ion coordination and π pi accumulations, electrostatic and hydrophobic effect, anticorrosive and abrasion is played so as to prevent metal surface from being contacted with the external world, one multi-purpose effect is served.Inhibition efficiency of the inhibition lubricant of the present invention in hydrochloric acid medium can reach more than 99%, and lubricating coefficient reduced rate can reach more than 80%.
Description
Technical field
The present invention relates to a kind of anti-high concentrated acid corrosion and wear-resistant inhibition lubricant and preparation method thereof, belonging to has
Machine field of chemical preparation.
Background technology
Anticorrosion and the research topic that lubrication is two different fields.Being used the oil-gas pipeline and other equipment of oil gas field more
Steel makes, and these material acid-resisting corrosivity are generally poor, and a skill is still in terms of acid-resisting corrosion both at home and abroad at present
Art problem；Meanwhile, there is also many problems, or cost height, or pollution environment for the development of oil gas field lubricant.Therefore, one is researched and developed
Plant multi-functional with good inhibition lubricant effect, the novel corrosion-retarding lubricant of environmental protection, it is one multi-purpose to developing, reduce
The use of chemical addition agent, reduces cost, and increasing economic efficiency will be significant, while to inhibition in oil drilling industry
Development with lubrication subject produces good facilitation, has preferable ginseng to developing multi-functional oil field chemical additive
Examine meaning.
The content of the invention
It is an object of the invention to：There is provided a kind of high with inhibition efficiency, the anti-high concentration acid solution of the good feature of greasy property
Corrosion and wear-resistant inhibition lubricant and preparation method thereof.
The present invention is to realize above-mentioned purpose by the following technical solutions：
A kind of anti-high concentrated acid corrosion and wear-resistant inhibition lubricant, it is characterised in that：Anti- high concentrated acid corrosion
It is chlorination ethoxycarbonyl -2- amino with wear-resistant inhibition lubricant（1-R1Base -2- R2Base -3- oxo n bases）- 5- phenyl thiophenes
Azoles ammonium, its structural formula is as follows：
R in structural formula1, R2, R3For H, alkyl or phenyl.
The preparation method of above-mentioned anti-high concentrated acid corrosion and wear-resistant inhibition lubricant comprises the following steps：
The first step：Intermediate 2-amino -5- phenyl thiazoles are synthesized；
It is n in molar ratio in a three-necked bottle equipped with thermometer, agitator and spherical condensation tubeThiocarbamide：nKetone：nIodine=1~
1.5:1~1.2:1 ratio adds thiocarbamide, acetophenone and iodine, and add appropriate absolute methanol makes thiocarbamide, benzene second as solvent
Ketone and iodine dissolving, then heat to 60 ~ 80 DEG C and are heated to reflux 4h, while hot pour into reaction solution in appropriate hot water, constant temperature is stirred
Mix after 15min, while hot suction filtration, so that except the impurity generated in dereaction, filtrate is extracted three times with absolute ether, combining water layer；Again
The sodium hydroxide solution of appropriate saturation is added thereto, its pH value is adjusted to 8 or so, solution is cooled to room temperature, now there is big
Measure faint yellow solid to separate out, suction filtration obtains crude product；Crude product is recrystallized with absolute ethyl alcohol, and product is in faint yellow or white
Acicular crystal, i.e. intermediate 2-amino -5- phenyl thiazoles, weigh after drying；
Second step：Synthesize inhibition lubricant finished product
It is n in molar ratioThiazole intermediate：nKetone：nAldehyde=1:1:1~1.5 ratio adds thiazole intermediate, acetophenone and benzaldehyde
Enter into three-necked flask, it is 4 to add volume ratio:1 absolute ethyl alcohol and water as solvent, then weighs the iodine of mass fraction 0.5%
Add in reaction flask, be warming up to 82 DEG C and be heated to reflux 12h, addition ethyl chloroacetate is quaternized, is warming up to 90 DEG C and is stirred at reflux,
Reaction 10h is kept, solvent is removed after the completion of reaction, obtains crude product, is carried with ethanol or ethanol, the mixed solvent recrystallization of acetone
It is pure, drying to obtain final product, i.e. inhibition lubricant finished product.
The process route of the invention described using chemical structural formula as：
（1）2- amino-5-phenyls thiazole is synthesized：
（2）Synthesize inhibition lubricant finished product
R in structural formula1, R2, R3For H, alkyl or phenyl.
The present invention has the following advantages that compared with prior art：
The inhibition lubricant of the present invention is using thiazole heterocycle as aromatic amine, with aromatic aldehyde ketone reaction generation Mannich
Alkali, it is finally quaternized to obtain product.Inhibition lubricant of the present invention belongs to heterocyclic nitrogen compound, from the molecule knot of thiazole
From the point of view of structure, not only hydrogen bond and metallic ion coordination are easily formed containing the higher electronegative atom of N, S, O isoreactivity in molecule
And a variety of non-covalent interactions such as pi-pi accumulation, electrostatic and hydrophobic effect, with strong cyclic voltammetry method characteristic,
And heterocycle has planar conjugate architecture, the characteristics of possessing from structure as excellent inhibition lubricant.On thiazole ring
N, S hetero atom are adsorbed in metal surface and form multiple adsorption sites, are directly adsorbed with metal surface, so as to play prevention gold
Metal surface contacts with the external world and plays a part of anticorrosive and abrasion.
The present invention is used in acid medium, to show that the inhibition lubricant has excellent corrosion inhibition.According to SY/
T5405-1996《Acidifying inhibition lubricant SZ-J method for testing performances and evaluation index》It is middle normal pressure static etch rate, slow
The evaluation method of erosion rate, is evaluated the corrosion inhibition of the inhibition lubricant in concentrated hydrochloric acid.Evaluation procedure is：It is first
It is N80 steel first to choose sample material, polishes bright through water-proof abrasive paper and abrasive paper for metallograph, and uses acetone decontamination, then anhydrous
Soaked in ethanol after 1h, the drying of taking-up cold wind, which is put into drier, weighs after 20min and (be accurate to 0.0001g), then with trip
Its size of mark kind of calliper, plastic cord is tied up on the aperture of test piece, is restored again into standby in drier.Then hydrochloric acid is prepared molten
Liquid, it is 20cm to accumulate acid solution consumption according to strip every square centimeter3, required acid solution is poured into reaction vessel, then
It is put into the temperature of measure needed for acid solution is warming up in water bath with thermostatic control.By the test piece monolithic prepared hanging, three one group of difference
Be put into plus, in the parallel acid solution added with inhibition lubricant, it is ensured that test piece all surfaces are in contact with acid solution.Under experimental temperature
After placing four hours, steel disc is taken out, corrosion condition is observed and is recorded in detail.Test piece is rinsed with water immediately after, cleaning is removed
The corrosion product gone on steel disc, dries to constant weight, accurately weighs coupon weight and calculate corrosion rate.In 15% HCL solution,
1% inhibition lubricant dosage, 90 DEG C, corrosion inhibition rate can reach 99.50%.Evaluation shows that the inhibition lubricant has excellent inhibition
Performance.
To show that the inhibition lubricant of the present invention equally has excellent greasy property.According to Q/SH1025 0512-
2007《Lubricant for drilling fluids general technical specifications》Profit of the evaluation method of middle lubricating coefficient reduced rate to the inhibition lubricant
Slip can be tested.Experiment determines inhibition lubricant in clear water and mud with EP extreme boundary lubrications instrument under 150MPa pressure
Lubricating coefficient.Process of the test configures base slurry first, takes 1L distilled water, 50.0g experiment bentonites, 2.0g sodium carbonate, high-speed stirring
20min is mixed, 24h is placed stand-by.Take 300mL bases to starch high-speed stirred 10min, lubricating coefficient is determined with extreme boundary lubrication instrument.Exist in addition
Two parts of base slurries are taken to add 3.0g inhibition lubricants, high-speed stirred 10min determines lubricating coefficient with extreme boundary lubrication instrument, calculates its profit
Sliding coefficient reduced rate.Under normal temperature, extreme boundary lubrication coefficient of the inhibition lubricant in clear water minimum 5.2, lubricating coefficient reduced rate
84.05% is reached, the extreme boundary lubrication coefficient in mud minimum 8.6, lubricating coefficient reduced rate reaches 80.67%, and experiment shows
Showing the inhibition lubricant of the present invention has excellent greasy property.
Embodiment
The inhibition lubricant that the present invention is synthesized is：
The present invention process route described using chemical structural formula as：
（1）2- amino-5-phenyls thiazole is synthesized：
（2）Synthesize inhibition lubricant finished product
Preparation process is as follows：
Embodiment 1：
The first step：The phenyl thiazole of 2- amino -5 is synthesized：
It is n in molar ratio in a three-necked bottle equipped with thermometer, agitator and spherical condensation tubeThiocarbamide：nKetone：nIodine=1~
1.5:1~1.2:1 ratio adds thiocarbamide 5.7147g, acetophenone 5.2ml, iodine 12.6359g, and adding 25ml methanol will
Dissolution of raw material, is warming up to 60~80 DEG C and is heated to reflux 4h, while hot pour into reaction solution in 20ml hot water, after constant temperature stirring 15min,
Suction filtration while hot, except the impurity generated in dereaction, filtrate is extracted three times with absolute ether, combining water layer；Add thereto again suitable
The sodium hydroxide solution of saturation is measured, its pH value is adjusted to 8 or so, solution is cooled to room temperature, there are a large amount of faint yellow solids to separate out,
Suction filtration obtains crude product；Crude product is recrystallized with absolute ethyl alcohol, and product is in faint yellow or white, needle-shaped crystals, is claimed after drying
Weight, that is, obtain intermediate 2-amino -5- phenyl thiazoles.
Second step：Synthesize inhibition lubricant finished product
It is n in molar ratioThiazole intermediate：nKetone：nAldehyde=1:1:1~1.5 ratio adds thiazole intermediate 5.2545g to three mouthfuls of burning
In bottle, acetophenone 3.0112g and benzaldehyde 3.6021g are added, 8ml absolute ethyl alcohols and the mixing of 2ml water is added by dissolution of raw material,
The iodine for weighing 0.0253g is made in catalyst addition reaction flask, is warming up to 82 DEG C and is heated to reflux after 12h, adds ethyl chloroacetate
It is quaternized, it is warming up to 90 DEG C and is stirred at reflux, keeps reaction 10h, remove solvent after the completion of answering, crude product is obtained, with ethanol or second
The mixed solvent recrystallization purification of alcohol, acetone, drying to obtain final product, i.e. inhibition lubricant finished product.
Embodiment 2：
The first step：The phenyl thiazole of 2- amino -5 is synthesized：
It is n in molar ratio in a three-necked bottle equipped with thermometer, agitator and spherical condensation tubeThiocarbamide：nKetone：nIodine=1~
1.5:1~1.2:1 ratio adds thiocarbamide 5.7525g, acetophenone 5.2ml, iodine 12.6417g, adds 25ml isopropanols
By dissolution of raw material, it is warming up to 60~80 DEG C and is heated to reflux 4h, while hot pour into reaction solution in 20ml hot water, constant temperature stirring 15min
Afterwards, suction filtration while hot, except the impurity generated in dereaction, filtrate is extracted three times with absolute ether, combining water layer；Add thereto again
The sodium hydroxide solution of appropriate saturation, adjusts its pH value to 8 or so, solution is cooled into room temperature, has a large amount of faint yellow solids to analyse
Go out, suction filtration obtains crude product；Crude product is recrystallized with absolute ethyl alcohol, and product is in faint yellow or white, needle-shaped crystals, is dried
After weigh, that is, obtain intermediate 2-amino -5- phenyl thiazoles.
Second step：Synthesize inhibition lubricant finished product
It is n in molar ratioThiazole intermediate：nKetone：nAldehyde=1:1:1~1.5 ratio adds thiazole intermediate 5.2188g to three mouthfuls of burning
In bottle, acetophenone 3.01801g and formaldehyde 1.2121g are added, 8ml absolute ethyl alcohols and the mixing of 2ml water is added by dissolution of raw material,
The iodine for weighing 0.0281g is made in catalyst addition reaction flask, is warming up to 82 DEG C and is heated to reflux after 12h, adds ethyl chloroacetate
It is quaternized, it is warming up to 90 DEG C and is stirred at reflux, keeps reaction 10h, remove solvent after the completion of answering, crude product is obtained, with ethanol or second
The mixed solvent recrystallization purification of alcohol, acetone, drying to obtain final product, i.e. inhibition lubricant finished product.
Embodiment 3：
The first step：The phenyl thiazole of 2- amino -5 is synthesized：
It is n in molar ratio in a three-necked bottle equipped with thermometer, agitator and spherical condensation tubeThiocarbamide：nKetone：nIodine=1~
1.5:1~1.2:1 ratio adds thiocarbamide 5.7091g, acetophenone 5.2ml, iodine 12.6544g, and adding 25ml methanol will
Dissolution of raw material, is warming up to 60~80 DEG C and is heated to reflux 4h, while hot pour into reaction solution in 20ml hot water, after constant temperature stirring 15min,
Suction filtration while hot, except the impurity generated in dereaction, filtrate is extracted three times with absolute ether, combining water layer；Add thereto again suitable
The sodium hydroxide solution of saturation is measured, its pH value is adjusted to 8 or so, solution is cooled to room temperature, there are a large amount of faint yellow solids to separate out,
Suction filtration obtains crude product；Crude product is recrystallized with absolute ethyl alcohol, and product is in faint yellow or white, needle-shaped crystals, is claimed after drying
Weight, that is, obtain intermediate 2-amino -5- phenyl thiazoles.
Second step：Synthesize inhibition lubricant finished product
It is n in molar ratioThiazole intermediate：nKetone：nAldehyde=1:1:1~1.5 ratio adds thiazole intermediate 5.2449g to three mouthfuls of burning
In bottle, acetophenone 3.0209g and benzaldehyde 3.6148g are added, 8ml absolute ethyl alcohols and the mixing of 2ml water is added by dissolution of raw material,
The iodine for weighing 0.0301g is made in catalyst addition reaction flask, is warming up to 82 DEG C and is heated to reflux after 12h, adds bromoacetate
It is quaternized, it is warming up to 90 DEG C and is stirred at reflux, keeps reaction 10h, remove solvent after the completion of answering, crude product is obtained, with ethanol or second
The mixed solvent recrystallization purification of alcohol, acetone, drying to obtain final product, i.e. inhibition lubricant finished product.
Claims (1)
1. a kind of anti-high concentrated acid corrosion and wear-resistant inhibition lubricant, it is characterised in that：Anti- high concentrated acid corrosion and
Wear-resistant inhibition lubricant is chlorination ethoxycarbonyl -2- amino（1-R1Base -2- R2Base -3- oxo n bases）- 5- phenyl thiazoles
Ammonium, its structural formula is as follows：
R in structural formula1, R2, R3For H, alkyl or phenyl；
The preparation method of above-mentioned anti-high concentrated acid corrosion and wear-resistant inhibition lubricant comprises the following steps：
The first step：Intermediate 2-amino -5- phenyl thiazoles are synthesized；
It is n in molar ratio in a three-necked bottle equipped with thermometer, agitator and spherical condensation tubeThiocarbamide：nKetone：nIodine=1~1.5:1
~1.2:1 ratio adds thiocarbamide, acetophenone and iodine, add appropriate absolute methanol as solvent make thiocarbamide, acetophenone and
Iodine dissolves, and then heats to 60 ~ 80 DEG C and is heated to reflux 4h, while hot pours into reaction solution in appropriate hot water, constant temperature stirring
After 15min, suction filtration while hot, so that except the impurity generated in dereaction, filtrate is extracted three times with absolute ether, combining water layer；Again to
The sodium hydroxide solution of appropriate saturation is wherein added, its pH value is adjusted to 8 or so, solution is cooled to room temperature, now there is a large amount of
Faint yellow solid is separated out, and suction filtration obtains crude product；Crude product is recrystallized with absolute ethyl alcohol, and product is in faint yellow or white pin
Shape is crystallized, i.e. intermediate 2-amino -5- phenyl thiazoles, is weighed after drying；
Second step：Synthesize inhibition lubricant finished product
It is n in molar ratioThiazole intermediate：nKetone：nAldehyde=1:1:Thiazole intermediate, acetophenone and benzaldehyde are added to by 1~1.5 ratio
In three-necked flask, it is 4 to add volume ratio:1 absolute ethyl alcohol and water as solvent, the iodine for then weighing mass fraction 0.5% is added
In reaction flask, it is warming up to 82 DEG C and is heated to reflux 12h, addition ethyl chloroacetate is quaternized, is warming up to 90 DEG C and is stirred at reflux, and keeps
10h is reacted, solvent is removed after the completion of reaction, obtains crude product, is recrystallized and is purified with ethanol or ethanol, the mixed solvent of acetone,
Drying to obtain final product, i.e. inhibition lubricant finished product.
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| CN102181277A (en) * | 2011-03-14 | 2011-09-14 | 长江大学 | Corrosion inhibitor for controlling corrosion of high-concentration hydrogen sulfide in acid liquor medium and preparation method thereof |
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| CN102181277A (en) * | 2011-03-14 | 2011-09-14 | 长江大学 | Corrosion inhibitor for controlling corrosion of high-concentration hydrogen sulfide in acid liquor medium and preparation method thereof |
Non-Patent Citations (8)
| Title |
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| 任天辉.含氮杂环化合物及其衍生物用作多功能润滑油添加剂的研究发展现状.《摩擦学学报》.1994,第14卷(第4期),370-378. * |
| 刘慧玲.2_氨基_4_芳基噻唑的合成.《沈阳化工》.1998,第27卷(第1期),13-14. * |
| 含氮杂环润滑添加剂的合成及性能研究;欧阳平;《化学研究与应用》;20130228;第25卷(第2期);174-178 * |
| 张引.噻唑类缓蚀剂QADT的缓蚀性能及协同增效作用研究.《化学与生物工程》.2011,第28卷(第8期),29-32. * |
| 曾振芳.2_氨基_4_苯基噻唑的合成研究.《广东化工》.2014,第41卷(第1期),28-29. * |
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| 欧阳平.苯并噻唑_啉_类润滑油添加剂的研究进展.《化学研究与应用》.2014,第26卷(第10期),1521-1525. * |
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