CN105622471B - A kind of preparation method of methionine derivative corrosion inhibiter - Google Patents
A kind of preparation method of methionine derivative corrosion inhibiter Download PDFInfo
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- CN105622471B CN105622471B CN201610057222.6A CN201610057222A CN105622471B CN 105622471 B CN105622471 B CN 105622471B CN 201610057222 A CN201610057222 A CN 201610057222A CN 105622471 B CN105622471 B CN 105622471B
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- XPJHGGWNGRWSPZ-UHFFFAOYSA-N CSCCC(C(Cl)=O)NC(OCC1c(cccc2)c2-c2ccccc12)=O Chemical compound CSCCC(C(Cl)=O)NC(OCC1c(cccc2)c2-c2ccccc12)=O XPJHGGWNGRWSPZ-UHFFFAOYSA-N 0.000 description 1
- WMSUFWLPZLCIHP-UHFFFAOYSA-N O=C(OCC1c2ccccc2-c2ccccc12)ON(C(CC1)=O)C1=O Chemical compound O=C(OCC1c2ccccc2-c2ccccc12)ON(C(CC1)=O)C1=O WMSUFWLPZLCIHP-UHFFFAOYSA-N 0.000 description 1
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
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Abstract
The invention discloses a kind of preparation method of methionine derivative corrosion inhibiter, Fmoc methionine is synthesized；Methionine and Fmoc OSu are added in DMF (N, N dimethylformamide) solvent and reacted, NaHCO is subsequently added3Solvent and remaining aminated compounds are removed, products collection efficiency is obtained to 78%；Synthesize Fmoc methionine acyl chlorides；Fmoc methionine is added into 25ml CH2Cl2In, back flow reaction 4h；Synthesize Fmoc methionine amides；After acyl chloride reaction, the octadecylamine CH of the amount of material such as it is directly added into2Cl2In solution, yellow solid is obtained, using chromatographic column partition method purified product, eluent dichloromethane and methanol, the volume ratio of dichloromethane and methanol is 20：1.The preparation method of the methionine derivative corrosion inhibiter accesses Fmoc blocking groups by amidation method on methionine molecule, the adsorption site of the phenyl ring formation containing pi-electron, increases the adsorptivity of inhibitor molecular；The attack that hydrophobic long-chain stops hydrone is accessed on methionine molecule, makes it in steel surface formation diaphragm to reach inhibition purpose.
Description
Technical field
The invention belongs to chemical technology field, more particularly to a kind of preparation method of methionine derivative corrosion inhibiter.
Background technology
It is many at this stage directly with methionine is as corrosion inhibiter or is oxidized as methionine sulfoxide, therefore use hydrogen peroxide
As oxidant, 1.492g methionine 51ml deionized water dissolvings are taken, 30% hydrogen peroxide five times are diluted, then dilution is slowly added dropwise
Hydrogen peroxide 5.1ml afterwards, is placed in 50 DEG C of reaction 30min of constant temperature water bath by three-necked flask, reacts to rotate at 45 DEG C after terminating and steam
Go out most of water, stop revolving during remaining general three milliliters of water, pour into bottle and be put into 45 DEG C of dry 12h in air dry oven,
Scrape white powder.It can be drawn by above-mentioned technical proposal：Although being used as corrosion inhibiter egg with methionine or methionine sulfoxide
Propylhomoserin is naturally easy to get, but its molecular structure very simple, not strong in steel surface adsorptivity, causes corrosion mitigating effect not
It is very good, by polarization it can be seen that addition 250mgL-1Methionine delays as inhibition in 3%NaCl solution to N80
Erosion rate can only achieve 72.08%, and SEM and EDS are found out in addition methionine as corrosion inhibiter, and steel disc surface is corroded sternly
Weight, generates many corrosion products.These defects, which to apply, to be restricted.
The content of the invention
It is an object of the invention to provide a kind of preparation method of methionine derivative corrosion inhibiter, it is intended to solves methionine point
Minor structure very simple, it is not strong in steel surface adsorptivity, cause the problem of corrosion mitigating effect is undesirable.
The present invention is achieved in that a kind of preparation method of methionine derivative corrosion inhibiter, and the methionine derivative delays
The preparation method of erosion agent comprises the following steps：
Step one：Synthesize Fmoc- methionine；6mmol methionine and 6.3mmolFmoc-OSu are added into 20mlDMF (N, N-
Dimethylformamide) react in solvent, it is subsequently added 6.3mmolNaHCO3Solvent and remaining aminated compounds are removed, 50
It is dried overnight in DEG C vacuum drying oven, obtains products collection efficiency to 78%；
Step 2：Synthesize Fmoc- methionine acyl chlorides；4.42mmol Fmoc- methionine is added into 25ml CH2Cl2In, N2
Protection, adds 4.42mmol SOCl2, it is heated to temperature and reaches 50 DEG C, back flow reaction 4h；
Step 3：Synthesize Fmoc- methionine amides；After acyl chloride reaction, it is directly added into etc. the amount 4.42mmol's of material
Octadecylamine CH2Cl2In solution, 0.5g natrium carbonicum calcinatums are added as acid binding agent, 24h is reacted at 50 DEG C, obtains yellow solid,
Using chromatographic column partition method purified product, eluent dichloromethane and methanol, the volume ratio of dichloromethane and methanol is 20：1.
The chemical equation for synthesizing Fmoc- methionine is as follows：
The chemical equation for synthesizing Fmoc- methionine acyl chlorides is as follows：
The chemical equation for synthesizing Fmoc- methionine amides is as follows：
The present invention has the advantages and positive effects of：The preparation method of the methionine derivative corrosion inhibiter passes through amidatioon
Method accesses Fmoc- blocking groups on methionine molecule, the adsorption site of the phenyl ring formation containing pi-electron, increase corrosion inhibiter point
The adsorptivity of son；The attack that hydrophobic long-chain stops hydrone is accessed on methionine molecule, it is protected in steel surface formation
Film is so as to reach inhibition purpose.Can see by EIS impedance spectras and add the methionine derivative corrosion inhibiter is to change
Impedance value does not change the shape of impedance diagram, it was demonstrated that this kind of corrosion inhibiter is mainly acted on by absorption in metal surface.Pass through
After EDS is tested it can be appreciated that adding methionine relative to blank sample, the atomic percent of oxygen element has somewhat been reduced,
But surface carbon element ratio substantially increases after addition methionine derivative, almost without oxygen element, therefore can prove egg
Threonine derivative can be very good to suppress steel disc corrosion as corrosion inhibiter, and effect is substantially better than methionine, so to egg ammonia
Acid molecular structures are modified synthetic methionine derivative corrosion inhibiter, there is more preferable corrosion mitigating effect for methionine.
Brief description of the drawings
Fig. 1 is the flow chart of the preparation method of methionine derivative corrosion inhibiter provided in an embodiment of the present invention；
Embodiment
In order to make the purpose , technical scheme and advantage of the present invention be clearer, with reference to embodiments, to the present invention
It is further elaborated.It should be appreciated that the specific embodiments described herein are merely illustrative of the present invention, it is not used to
Limit the present invention.
Below in conjunction with the accompanying drawings and specific embodiment to the present invention application principle be further described.
The preparation method of the methionine derivative corrosion inhibiter comprises the following steps：
S101：Synthesize Fmoc- methionine；6mmol methionine and 6.3mmol Fmoc-OSu are added into 20ml DMF (N, N-
Dimethylformamide) react in solvent, it is subsequently added 6.3mmol NaHCO3Solvent and remaining aminated compounds are removed, 50
It is dried overnight in DEG C vacuum drying oven, obtains products collection efficiency to 78%；The chemical equation for synthesizing Fmoc- methionine is as follows：
S102：Synthesize Fmoc- methionine acyl chlorides；4.42mmol Fmoc- methionine is added into 25ml CH2Cl2In, N2Protect
Shield, adds 4.42mmol SOCl2, it is heated to temperature and reaches 50 DEG C, back flow reaction 4h；Synthesize the chemistry of Fmoc- methionine acyl chlorides
Reaction equation is as follows：
S103：Synthesize Fmoc- methionine amides；After acyl chloride reaction, the ten of the amount 4.42mmol of material such as it is directly added into
Eight amine CH2Cl2In solution, 0.5g natrium carbonicum calcinatums are added as acid binding agent, 24h is reacted at 50 DEG C, obtains yellow solid.Profit
With chromatographic column partition method purified product, eluent dichloromethane and methanol, the volume ratio of dichloromethane and methanol is 20：1.
The chemical equation for synthesizing Fmoc- methionine amides is as follows：
Using amino acid based on methionine, Fmoc- protection groups are accessed on methionine molecule by amidation process
With chain hydrophobic alkane, synthesize a kind of new methionine derivative corrosion inhibiter.Synthesize a kind of corrosion inhibiter of asepsis environment-protecting, phase
Adsorption site and hydrophobic long-chain are added compared with methionine, corrosion mitigating effect is improved.Connect by this method success on methionine
Fmoc- blocking groups and hydrophobic long-chain, and pass through electrochemistry experiment carry out corrosion mitigating effect evaluation and SEM to observe steel disc surface rotten
Lose pattern.Show to add 250mgL by electrochemistry experiment result-1Methionine derivative is in 3%NaCl solution to N80's
Corrosion inhibition rate can reach 86.94%；By steel disc being soaked in corrosive medium in the SEM figures after 72h it can be found that adding this
Hatching egg threonine derivative can substantially suppress corrosion.
The foregoing is merely illustrative of the preferred embodiments of the present invention, is not intended to limit the invention, all essences in the present invention
Any modifications, equivalent substitutions and improvements made within refreshing and principle etc., should be included in the scope of the protection.
Claims (4)
1. a kind of preparation method of methionine derivative corrosion inhibiter, it is characterised in that the preparation of the methionine derivative corrosion inhibiter
Method comprises the following steps：
Step one：Synthesize Fmoc- methionine；6mmol methionine and 6.3mmolFmoc-OSu are added into 20mlDMF (N, N- diformazans
Base formamide) react in solvent, it is subsequently added 6.3mmolNaHCO3Solvent and remaining aminated compounds are removed, it is true at 50 DEG C
It is dried overnight in empty baking oven, obtains products collection efficiency to 78%；
Step 2：Synthesize Fmoc- methionine acyl chlorides；4.42mmol Fmoc- methionine is added into 25ml CH2Cl2In, N2Protection,
Add 4.42mmol SOCl2, it is heated to temperature and reaches 50 DEG C, back flow reaction 4h；
Step 3：Synthesize Fmoc- methionine amides；After acyl chloride reaction, the 18 of the amount 4.42mmol of material such as it is directly added into
Amine CH2Cl2In solution, 0.5g natrium carbonicum calcinatums are added as acid binding agent, 24h is reacted at 50 DEG C, obtains yellow solid, are utilized
The volume ratio of chromatographic column partition method purified product, eluent dichloromethane and methanol, dichloromethane and methanol is 20：1.
2. the preparation method of methionine derivative corrosion inhibiter as claimed in claim 1, it is characterised in that synthesis Fmoc- egg ammonia
The chemical equation of acid is as follows：
3. the preparation method of methionine derivative corrosion inhibiter as claimed in claim 1, it is characterised in that synthesis Fmoc- egg ammonia
The chemical equation of isoxazolecarboxylic acid is as follows：
4. the preparation method of methionine derivative corrosion inhibiter as claimed in claim 1, it is characterised in that synthesis Fmoc- egg ammonia
The chemical equation of sour acid amides is as follows：
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| CN107459473B (en) * | 2017-09-26 | 2019-02-01 | 唐山学院 | A kind of methionine derivative corrosion inhibiter and its synthetic method for pickling iron and steel |
| CN108754510B (en) * | 2018-06-22 | 2020-10-09 | 重庆工业职业技术学院 | Composite pickling corrosion inhibitor containing Schiff base and preparation method thereof |
Citations (4)
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|---|---|---|---|---|
| EP0442585A1 (en) * | 1990-02-16 | 1991-08-21 | Dsm N.V. | Process for racemization of an optically active amino acid amide |
| JP4847732B2 (en) * | 2005-10-25 | 2011-12-28 | 協和発酵バイオ株式会社 | Cold remedy |
| CN104211619A (en) * | 2014-08-19 | 2014-12-17 | 苏州维泰生物技术有限公司 | Synthetic method for N-(2-Fmoc-aminoethyl)glycine methyl ester hydrochloride |
| CN104775123A (en) * | 2015-04-13 | 2015-07-15 | 成都石大力盾科技有限公司 | Preparation method of thiosemicarbazide imidazoline derivative corrosion inhibitor |
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Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0442585A1 (en) * | 1990-02-16 | 1991-08-21 | Dsm N.V. | Process for racemization of an optically active amino acid amide |
| JP4847732B2 (en) * | 2005-10-25 | 2011-12-28 | 協和発酵バイオ株式会社 | Cold remedy |
| CN104211619A (en) * | 2014-08-19 | 2014-12-17 | 苏州维泰生物技术有限公司 | Synthetic method for N-(2-Fmoc-aminoethyl)glycine methyl ester hydrochloride |
| CN104775123A (en) * | 2015-04-13 | 2015-07-15 | 成都石大力盾科技有限公司 | Preparation method of thiosemicarbazide imidazoline derivative corrosion inhibitor |
Non-Patent Citations (2)
| Title |
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| 含硫氨基酸及其衍生物酸洗缓蚀性能的研究;曹艺等;《河北联合大学硕士学位论文》;20120331;第47页 * |
| 氨基酸类绿色缓蚀剂研究进展;程明焱等;《清洗世界》;20071130;第23卷(第11期);第1-7页 * |
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Effective date of registration: 20190613 Address after: 611730 Runcheng Garden, 217 Shengli North Street, Deyuan Town, Pidu District, Chengdu City, Sichuan Province, 4 buildings and 2 units Patentee after: Chengdu Heng Gu new Mstar Technology Ltd Address before: 610500 Xindu Road, Xindu District, Chengdu, Sichuan Province, No. 8 Patentee before: Southwest Petroleum University |
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