CN107501325A - A kind of amino organophosphor acids corrosion inhibiter synthetic method and purposes - Google Patents
A kind of amino organophosphor acids corrosion inhibiter synthetic method and purposes Download PDFInfo
- Publication number
- CN107501325A CN107501325A CN201710547353.7A CN201710547353A CN107501325A CN 107501325 A CN107501325 A CN 107501325A CN 201710547353 A CN201710547353 A CN 201710547353A CN 107501325 A CN107501325 A CN 107501325A
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- China
- Prior art keywords
- amino
- corrosion inhibiter
- acid
- synthetic method
- phosphoric acid
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6515—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having three nitrogen atoms as the only ring hetero atoms
- C07F9/6521—Six-membered rings
-
- 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
- C23F11/167—Phosphorus-containing compounds
- C23F11/1676—Phosphonic acids
Abstract
The present invention discloses a kind of amino organophosphor acids corrosion inhibiter synthetic method and purposes, and its structural formula is as shown in Formulas I, II；The compound synthesis method of the type is：Aldehyde, melamine amino organic phosphoric acid corresponding with phosphorous acid and its salt generation mannich reaction generation, are used as HCl H2SO4‑CO2The corrosion inhibiter of system, the 500mg/L of dosage 20, the pH value 0~7 of corrosive medium, 10~280 DEG C of temperature in use, it can effectively extend the service life of petrochemical equipment and pipeline.The invention has the advantage that：Raw material is easy to get, synthesis path is short, product stability is good and dosage is small etc..
Description
Technical field
The invention belongs to the field of chemical synthesis, is related to one kind and is applied to HCl-H2SO4-CO2Novel corrosion inhibitor-ammonia of system
The synthetic method and purposes of base organic phosphoric acid compound.The invention provides a kind of metal inhibitor of new construction.
Background technology
In the last few years, the aseptic technic in China had obtained significantly being lifted.Pass through the application of various aseptic technics, card
Real addition corrosion inhibiter achieves good benefit；Corrosion inhibiter can improve industrial production efficiency with Effective Regulation anti-corrosion of metal；It is slow
Erosion agent this kind of fine chemicals production also has the characteristics that to invest small, conveniently, efficiently and strong adaptability.Therefore, development cost passes through
Ji is applicable, and the corrosion inhibiter that synthesis path is short, effect on environment is small can meet the urgent need of china natural resources clean and effective utilization
Ask.
At present, most of acid restrainers can be divided into inorganic and organic sustained release agent.Wherein inorganic inhibitor is with metal salt
Based on class, such as chromate, arsenate, molybdate, stannate, borate, zinc salt, phosphate and tungstates etc..With environment
Protection and the enhancing of awareness of safety, some harmful metal salts and Phos are limited and prohibitted the use of.Organic inhibitor is for example
Fatty amine, quaternary amine, alkynol class, imidazoles woods, amide-type, Thiourea, miscellaneous ketone, organophosphor acids, passes through physical absorption or change
Learn chelation have the function that to protect metal material from or slow down corrosion, there is the features such as dosage is small, wide adaptability.
In petrochemical industry, there is extensive acid corrosion in exploitation, transport and the processing of oil.At present, corrosion inhibiter is in stone
Oily chemical field is widely used.《A kind of Composite Oil And Gas Fields corrosion inhibiter》Patent No. CN201210153922.7 discloses acid amides
Class, triphenylamine oleate, hexylene glycol, propilolic alcohol, the compound corrosion inhibitor of citric acid composition.This composite corrosion inhibitor is used for acid-soluble oil
Gas field surface gathering and transferring and storing and transporting system, destruction of the etchant gas to metal materials such as steels is prevented, reduce corrosion losses.《It is a kind of
The corrosion inhibiter in acid-soluble oil gas field》Patent No. CN102168272A, a kind of corrosion inhibiter for acid-soluble oil gas field is disclosed, it is formed
Including salicylic acid Cyclohexamide, pyridine quaternary ammonium salt, neopelex, antioxidant BHT, silicon oil foam killer, aphthenic acids
Salt, scale remover PAC and double solvents.《A kind of compound inhibitor for exploitation of oil-gas field and its preparation side》The patent No.
CN101230260A, disclose containing imidazoline phosphate ester, 2- phosphate butane -1,2,4- tricarboxylic acids, thiocarbamide, Cetylpyridinium chloride
The composite corrosion inhibitor of yl pyridines.《A kind of composite corrosion inhibitor of anti-H 2 S and carbon dioxide》Patent No. CN103014716A,
Disclose by tween, ethanol, imidazolidine derivatives, alkynol derivative, octanol, sodium tungstate composite corrosion inhibitor.《One kind is used for oil field
Water filling anti-incrustation corrosion inhibitor and its synthetic method》Patent No. CN201410061468.1, it was recently reported that the methene phosphoric acid of amino-oxide group three, three
Membered copolymer, imidazoline quaternary ammonium salt, sodium gluconate composite corrosion inhibitor are used for the anti-incrustation corrosion inhibitor of oil-field flooding.《A kind of steel
The method that surface forms corrosion inhibition film》Patent No. CN102352501A, disclose a kind of diazonium salt solution and dilution heat of sulfuric acid and mix
Self assembly solution is combined into, one layer of erosion-resisting film can be formed on steel piece surface at room temperature.《A kind of phosphoric acid restrainer
And its application method》Patent No. CN104404549A, disclose imidazoline quaternary ammonium salt and/or N, N '-bis- (2- thioketones base benzos
Thiazolyl) -3- methyl-n-dodecylamine quaternary ammonium salt for Phosphoric Acid mixed inhibitor.
The invention provides one kind can be used for HCl-H2SO4-CO2The new construction corrosion inhibiter of system, is related to the synthesis of corrosion inhibiter
And the application in metal material corrosion-resistant field.The amino organic phosphoric acid corrosion inhibiter of present patent application has on metal material surface
Avtive spot has stronger interaction, and hydrophobic film can be formed after metal material by adsorbing, and can effectively prevent metal material quilt
The corrosive mediums such as acid, chlorion and sulfate ion corrode.The compound has multiple active groups as a kind of surfactant
Group, wherein containing the solid groups of the two parents of amino and phosphate, phosphate group is to be connected by P-C keys with hydrophobic side chemically stable
Property is better than phosphate；Conjugated structure in molecule can also π-π feedback bondings and metal material interaction, be a kind of new construction
Compound, there is not yet document and patent report.
The content of the invention
It is an object of the invention to provide new construction corrosion inhibiter-ammonia economic and practical, that synthesis path is short, effect on environment is small
The synthetic method and application environment of base organophosphor acids corrosion inhibiter.
Amino organophosphor acids corrosion inhibiter, there is amino, phosphate bipolarity group and conjugation six-membered ring structure, pass through
P-C keys are connected with hydrophobic side, the conjugated structure in molecule can also π-π feedback bondings and metal material interaction, to metal material
Avtive spot on material surface has stronger interaction, and hydrophobic film is formed in metal surface.Its structural formula is：
The synthetic method of amino organophosphor acids corrosion inhibiter, under the conditions of existing for acid catalyst, phosphorous acid and its salt with
Mannich reaction occurs for aldehydes or ketones, melamine, separation of solid and liquid, recrystallization, vacuum drying, that is, obtains corresponding amino organophosphor
Acid, its synthetic reaction are as follows：
Phosphorous acid or its salt are mixed with melamine, solvent, catalyst, temperature is raised, aldehydes or ketones is added dropwise, occur
Mannich reaction, by separation of solid and liquid, recrystallization, vacuum drying obtains amino organic phosphoric acid.
The synthetic method of amino organophosphor acids corrosion inhibiter, the acid catalyst of described mannich reaction include hydrochloric acid, sulphur
The one or two of acid, its dosage are no more than the 30% of aldehydes or ketones quality.
The synthetic method of amino organophosphor acids corrosion inhibiter, described mannich reaction solvent for use include methanol, ethanol,
Water, acetone, 1,4- dioxane, acetonitrile, tetrahydrofuran, dimethylformamide, the one or more of dimethyl sulfoxide (DMSO)；Reaction temperature
Spend for 60~160 DEG C, 1~6 hour reaction time.
The synthetic method of amino organophosphor acids corrosion inhibiter, phosphorous acid and its salt bag used in described mannich reaction
Include：Phosphorous acid, sodium phosphite, potassium phosphite, the one or more of ammonium phosphite；Aldehydes or ketones used include acetaldehyde, butyraldehyde, chaff
Aldehyde, hexanal, octanal, acetone；Phosphorous acid and its salt, melamine and its derivative, mol ratio is 1 between aldehydes or ketones three:1:1
~1:4:4.
The application process of amino organic phosphoric acid, it is characterised in that by amino organophosphor acids corrosion inhibiter in solutions of weak acidity
Under be made into the aqueous solution, for HCl-H2SO4-CO2The corrosion inhibiter of metal material under environment.
The application process of amino organic phosphoric acid, it is characterised in that the dosage of amino organophosphor acids corrosion inhibiter is 20-
500mg/L, the pH value of corrosive medium is 0~7,10~280 DEG C of temperature in use.
Brief description of the drawings：
Fig. 1 is the molecular structural formula of amino organic phosphoric acid analog derivative；
Fig. 2 is amino organic phosphoric acid infrared spectrogram；
Fig. 3 is that amino organic phosphoric acid is schemed in the SEM of carbon steel adsorption, a：The sample of embodiment 3 (100 microns), b:Implement
The sample of example 3 (50 microns)；
Fig. 4 is that amino organic phosphoric acid is added in 1.0mol/L hydrochloric acid mediums to the polarization curve of carbon steel；
Fig. 5 is amino organic phosphoric acid thermogravimetric (TG-DSC) curve map.
Embodiment
The present invention is further illustrated by the following example, but is not restricted by the embodiments.All numbers in embodiment
Quality is unless otherwise specified referred both to percentage.
((((4,6- diaminostilbenes, the 3,5- triazine -2- bases) amino) methyl) phosphoric acid of embodiment 1
By 1 part of phosphorous acid, 1 part of melamine, 40 parts of water, 2 part 20% of sulfuric acid is sufficiently mixed, and reaction temperature reaches 80 DEG C
When be gradually added dropwise formaldehyde, react 4 hours, separation of solid and liquid, recrystallization, be dried in vacuo, that is, obtain corresponding amino organic phosphoric acid,
Yield 75.8%.
((((4,6- diaminostilbenes, the 3,5- triazine -2- bases) amino) butyl) phosphoric acid of embodiment 2
By 1 part of phosphorous acid, 1 part of melamine, 40 parts of water, 2 part 20% of sulfuric acid is sufficiently mixed, and reaction temperature reaches 80 DEG C
When be gradually added dropwise butyraldehyde, react 4 hours, separation of solid and liquid, recrystallization, be dried in vacuo, that is, obtain corresponding amino organic phosphoric acid,
Yield 42.2%.
((((4,6- diaminostilbenes, 3,5- triazine -2- bases) amino) (2- furyls) methyl) phosphoric acid of embodiment 3
By 1 part of phosphorous acid, 1 part of melamine, 40 parts of water, 2 part 20% of sulfuric acid is sufficiently mixed, and reaction temperature reaches 80 DEG C
When be gradually added dropwise furfural, react 4 hours, separation of solid and liquid, recrystallization, be dried in vacuo, that is, obtain corresponding amino organic phosphoric acid,
Yield 35.2%.
Embodiment 4
To characterize the inhibition efficiency of the amino organic phosphoric acid of invention synthesis, the applicant has made corrosion inhibition electrochemistry pole
Change testing experiment：The hydrochloric acid that corrosive medium is 1.0mol/L is tested, test piece is carbon steel, test area 1cm2.Using Ta Feier
Electrochemical tests test amino organic phosphoric acid corrosion inhibiter in 1.0mol/L hydrochloric acid+H2SO4+CO2To carbon steel in electrolyte solution
Inhibition efficiency.Test system is Shanghai Chen Hua chi660D electrochemical workstations.The amino organic phosphoric acid of the gained of embodiment 3 is consolidated
Body, it is configured to the 10mg/L aqueous solution.0.5mL corrosion inhibitor solutions are pipetted with pipette to be added in 200mL electrolyte solution.
Electric potential scanning scope is OCP (OCP) ± 1.0V, sweep speed 0.5mV/s.Start polarization curve after band self-corrosion is stable
Test, test result are shown in accompanying drawing 4.By polarization curve test result, the sustained release efficiency that embodiment 3 measures is 73.6%.
Claims (8)
1. amino organophosphor acids corrosion inhibiter, it is characterised in that：It is hexa-atomic with amino, the solid group of two parents of phosphate and conjugation
Ring structure, it is connected by P-C keys with hydrophobic side, the conjugated structure in molecule can also π-π feedback bondings and metal material phase interaction
With, have stronger interaction to the avtive spot on metal material surface, metal surface formed hydrophobic film, its structural formula
As shown in Formulas I, II：
2. the synthetic method of amino organophosphor acids corrosion inhibiter, it is characterised in that comprise the following steps：
(1) under the conditions of existing for acid catalyst, with melamine and aldehydes or ketones mannich reaction occurs for phosphorous acid and its salt；
(2) separation of solid and liquid, recrystallization, vacuum drying, that is, obtain corresponding amino organic phosphoric acid corrosion inhibiter.
3. the synthetic method of amino organophosphor acids corrosion inhibiter according to claim 2, it is characterised in that described Manny
The acid catalyst very reacted includes hydrochloric acid, the one or two of sulfuric acid, and its dosage is no more than the 30% of aldehydes or ketones quality.
4. the synthetic method of amino organophosphor acids corrosion inhibiter according to claim 2, it is characterised in that：Described Manny
Strange reaction solvent for use include methanol, ethanol, water, acetone, 1,4- dioxane, acetonitrile, tetrahydrofuran, dimethylformamide,
The one or more of dimethyl sulfoxide (DMSO)；Reaction temperature is 60~160 DEG C, 1~6 hour reaction time.
5. the synthetic method of amino organophosphor acids corrosion inhibiter according to claim 2, it is characterised in that described Manny
Phosphorous acid and its salt used include in strange reaction：One or more in phosphorous acid, sodium phosphite, potassium phosphite, ammonium phosphite；
The aldehyde includes acetaldehyde, butyraldehyde, furfural, hexanal, octanal；Phosphorous acid and its salt.
6. the synthetic method of amino organophosphor acids corrosion inhibiter according to claim 2, it is characterised in that described trimerization
Cyanamide and its derivative, aldehydes or ketones, mol ratio is 1 between phosphorous acid and its salt three:1:1~1:4:4.
7. the application process of amino organic phosphoric acid, it is characterised in that by amino organophosphor acids corrosion inhibiter under mildly acidic conditions
The aqueous solution is made into, for HCl-H2SO4-CO2The corrosion inhibiter of metal material under environment.
8. the application process of amino organic phosphoric acid according to claim 7, it is characterised in that the dosage of amino organic phosphoric acid
For 20-500mg/L, the pH value of corrosive medium is 0~7,10~280 DEG C of temperature in use.
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN108178343A (en) * | 2018-01-15 | 2018-06-19 | 东北石油大学 | It is a kind of for the environment-friendly long-acting scale preventative in oil field and preparation method thereof |
| CN110724512A (en) * | 2019-11-15 | 2020-01-24 | 西安石油大学 | Composite multifunctional oil displacement agent for oil and gas fields and preparation method thereof |
| CN111234151A (en) * | 2020-02-24 | 2020-06-05 | 金陵科技学院 | Preparation method of novel melamine-formaldehyde oligomer type migratory steel bar rust inhibitor containing phosphoric acid groups |
| CN112295364A (en) * | 2020-08-31 | 2021-02-02 | 中石化南京化工研究院有限公司 | Method for removing carbon dioxide from Fischer-Tropsch synthesis recycle gas |
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| CN105418675A (en) * | 2015-12-23 | 2016-03-23 | 山东艾孚特科技有限公司 | Triazine charring agent, preparation method therefor and application thereof |
| CN106633922A (en) * | 2017-01-13 | 2017-05-10 | 中国林业科学研究院木材工业研究所 | Hyperbranched phosphorus-containing flame retardant as well as preparation method and application thereof |
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| CN105293661A (en) * | 2015-11-09 | 2016-02-03 | 淄博鲁瑞精细化工有限公司 | Chloridion-free organic phosphine chelating agent and preparation method thereof |
| CN105418675A (en) * | 2015-12-23 | 2016-03-23 | 山东艾孚特科技有限公司 | Triazine charring agent, preparation method therefor and application thereof |
| CN106633922A (en) * | 2017-01-13 | 2017-05-10 | 中国林业科学研究院木材工业研究所 | Hyperbranched phosphorus-containing flame retardant as well as preparation method and application thereof |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108178343A (en) * | 2018-01-15 | 2018-06-19 | 东北石油大学 | It is a kind of for the environment-friendly long-acting scale preventative in oil field and preparation method thereof |
| CN108178343B (en) * | 2018-01-15 | 2021-05-07 | 东北石油大学 | Environment-friendly long-acting scale inhibitor for oil field and preparation method thereof |
| CN110724512A (en) * | 2019-11-15 | 2020-01-24 | 西安石油大学 | Composite multifunctional oil displacement agent for oil and gas fields and preparation method thereof |
| CN110724512B (en) * | 2019-11-15 | 2022-05-10 | 西安石油大学 | Composite multifunctional oil displacement agent for oil and gas fields and preparation method thereof |
| CN111234151A (en) * | 2020-02-24 | 2020-06-05 | 金陵科技学院 | Preparation method of novel melamine-formaldehyde oligomer type migratory steel bar rust inhibitor containing phosphoric acid groups |
| CN111234151B (en) * | 2020-02-24 | 2023-01-24 | 金陵科技学院 | Preparation method of melamine-formaldehyde oligomer type migration reinforcing steel bar rust inhibitor containing phosphoric group |
| CN112295364A (en) * | 2020-08-31 | 2021-02-02 | 中石化南京化工研究院有限公司 | Method for removing carbon dioxide from Fischer-Tropsch synthesis recycle gas |
| CN112295364B (en) * | 2020-08-31 | 2023-01-03 | 中石化南京化工研究院有限公司 | Method for removing carbon dioxide from Fischer-Tropsch synthesis recycle gas |
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Application publication date: 20171222 |