CN104649928A - N-capryloyl aspartate dicyclohexylamine and preparation method thereof - Google Patents
N-capryloyl aspartate dicyclohexylamine and preparation method thereof Download PDFInfo
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- CN104649928A CN104649928A CN201310603218.1A CN201310603218A CN104649928A CN 104649928 A CN104649928 A CN 104649928A CN 201310603218 A CN201310603218 A CN 201310603218A CN 104649928 A CN104649928 A CN 104649928A
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Abstract
The invention discloses N-capryloyl aspartate dicyclohexylamine and a preparation method thereof. The method comprises the following steps: by taking water and acetone as a mixed solvent, in the presence of an acid-binding agent, adjusting the pH value to 8-10; carrying out substitution reaction on caprylyl chloride and sodium aspartate in an ice-water bath, diluting reaction materials with water and acidizing to generate a product, and extracting the product with diethyl ether; repeatedly washing the product with water, removing diethyl ether by suction, thereby obtaining colourless and thick N-capryloyl asparaginic acid; adding N-capryloyl asparaginic acid into cyclohexane under the condition of continuous stirring; and heating in water batch for melting, and cooling to obtain the white waxy solid N-capryloyl aspartate dicyclohexylamine. The composition is acylamino dicarboxylic amine salt and has a characteristic of combining two carboxyl groups and one acylamino with metal and has an excellent antirust performance; besides, the composition can form a stable complex with a calcium ion and a magnesium ion, and can soften the hard water.
Description
Technical field
The present invention relates to slushing oil rust-inhibiting additive synthesis technical field, espespecially a kind of N-decoyl aspartic acid dicyclohexyl amine and preparation method thereof.
Background technology
In machinofacture and maintenance process, the surface treatment such as to turn blue is the indispensable important procedure of part, these operations inevitably touch water or the aqueous solution, after feature contacts to water or the aqueous solution, part ditch, groove, seam, bonding surface, park face or product comparatively uneven surface etc., be easy to the water that there is trace, the corrosion of part will inevitably be caused.Slushing oil is used to be the most frequently used rust-proofing method, rust-inhibiting additive is the important component part in slushing oil, rust-inhibiting additive can form hydrophobic tight zone in metallic surface, water, oxygen and corrosive medium can be stoped to penetrate and be immersed in metallic surface, and then stops metallic surface corrosion.
Summary of the invention
The object of the present invention is to provide a kind of N-decoyl aspartic acid dicyclohexyl amine and preparation method thereof.
To achieve these goals, technical solution of the present invention is: with water and acetone for mixed solvent, under acid binding agent exists, adjustment PH remains on 8 ~ 10, after capryl(yl)chloride and Asparagus cochinchinensis ammonia acid sodium carry out substitution reaction in ice-water bath, reaction mass water carries out diluting and acidification, the product with diethyl ether extraction generated, with water repetitive scrubbing product, extract ether, obtain the N-capryloyl aspartic acid of colorless viscous, keep stirring, N-capryloyl aspartic acid joins in hexahydroaniline, after heating in water bath melts fusing, cooling, obtained white waxy solid N-decoyl aspartic acid dicyclohexyl amine, specifically comprise following steps:
1). with water and acetone for mixed solvent, under acid binding agent exists, adjustment PH remains on 8 ~ 10; capryl(yl)chloride (I) and Asparagus cochinchinensis ammonia acid sodium (II), in ice-water bath, at the temperature of 5 DEG C ~ 15 DEG C, carry out substitution reaction after 2 ~ 3 hours; reaction mass water dilutes; slowly add acid solution, adjust about PH to 1.0, the product with diethyl ether extraction of generation; with water repetitive scrubbing product; extract ether, obtain colorless viscous N-capryloyl aspartic acid (III), its main chemical reactions is:
2). keep stirring, N-capryloyl aspartic acid (III) joins in hexahydroaniline (IV), after heating in water bath melts fusing, cooling, obtained white waxy solid N-decoyl aspartic acid dicyclohexyl amine (V), its main chemical reactions is:
Further, the mol ratio of described capryl(yl)chloride, Asparagus cochinchinensis ammonia acid sodium and hexahydroaniline is 1 ﹕ 0.8 ~ 1 ﹕ 1.6 ~ 2.
Described acid binding agent is one or both in sodium hydroxide solution and potassium hydroxide solution.
Described acid solution is sulphuric acid soln or hydrochloric acid soln.
A kind of N-decoyl of the present invention aspartic acid dicyclohexyl amine and preparation method thereof, its feature and advantage are: sufficient raw, and cost is lower; Synthetics is a kind of amide group di-carboxylic acid amine salt, has the characteristic of two carboxyls and an amide group and melts combine, can play excellent rust inhibition; Synthetics has the effect of the stable comple formed with calcium, magnesium ion, can softening of water; Operation is simple, is applicable to suitability for industrialized production.
Embodiment
Embodiment 1
In the four-hole bottle that whipping appts, reflux condensate device and thermometer are housed, add the mixed solvent of 50mL water and 60mL acetone composition, add the Asparagus cochinchinensis ammonia acid sodium of 25 grams, stirring makes it to dissolve completely, 0 DEG C ~ 6 DEG C are cooled to ice-water bath, drip 32.5 grams of capryl(yl)chlorides, make PH remain on 8 ~ 10 with sodium hydroxide solution regulation system simultaneously, after dripping capryl(yl)chloride, in ice-water bath at the temperature of maintenance 5 DEG C ~ 15 DEG C, continue stirring and carry out substitution reaction 2 ~ 3 hours, generate N-capryloyl Asparagus cochinchinensis ammonia acid sodium; In four-hole bottle, add 100mL water makes reaction mass dilute, and slowly adds dilute sulphuric acid
moltenliquid, adjusts about PH to 1.0, and the product with diethyl ether extraction of generation, with water repetitive scrubbing product, extracts ether, obtain colorless viscous N-capryloyl aspartic acid; Under continuous stirring, obtained N-capryloyl aspartic acid joins in the hexahydroaniline of 32 grams, after heating in water bath melts fusing, and cooling, obtained white waxy solid N-decoyl aspartic acid dicyclohexyl amine.
Embodiment 2
In the four-hole bottle that whipping appts, reflux condensate device and thermometer are housed, add the mixed solvent of 60mL water and 60mL acetone composition, add the Asparagus cochinchinensis ammonia acid sodium of 30 grams, stirring makes it to dissolve completely, 0 DEG C ~ 6 DEG C are cooled to ice-water bath, drip 35 grams of capryl(yl)chlorides, make PH remain on 8 ~ 10 with sodium hydroxide solution regulation system simultaneously, after dripping capryl(yl)chloride, in ice-water bath at the temperature of maintenance 5 DEG C ~ 15 DEG C, continue stirring and carry out substitution reaction 2 ~ 3 hours, generate N-capryloyl Asparagus cochinchinensis ammonia acid sodium; In four-hole bottle, add 100mL water makes reaction mass dilute, and slowly adds dilute hydrochloric acid solution, adjusts about PH to 1.0, and the product with diethyl ether extraction of generation, with water repetitive scrubbing product, extracts ether, obtain colorless viscous N-capryloyl aspartic acid; Under continuous stirring, obtained N-capryloyl aspartic acid joins in the hexahydroaniline of 38 grams, after heating in water bath melts fusing, and cooling, obtained white waxy solid N-decoyl aspartic acid dicyclohexyl amine.
Embodiment 3
In the four-hole bottle that whipping appts, reflux condensate device and thermometer are housed, add the mixed solvent of 60mL water and 70mL acetone composition, add the Asparagus cochinchinensis ammonia acid sodium of 30 grams, stirring makes it to dissolve completely, 0 DEG C ~ 6 DEG C are cooled to ice-water bath, drip 32.5 grams of capryl(yl)chlorides, make PH remain on 8 ~ 10 with sodium hydroxide solution regulation system simultaneously, after dripping capryl(yl)chloride, in ice-water bath at the temperature of maintenance 5 DEG C ~ 15 DEG C, continue stirring and carry out substitution reaction 2 ~ 3 hours, generate N-capryloyl Asparagus cochinchinensis ammonia acid sodium; In four-hole bottle, add 100mL water makes reaction mass dilute, and slowly adds dilution heat of sulfuric acid, adjusts about PH to 1.0, and the product with diethyl ether extraction of generation, with water repetitive scrubbing product, extracts ether, obtain colorless viscous N-capryloyl aspartic acid; Under continuous stirring, obtained N-capryloyl aspartic acid joins in the hexahydroaniline of 39 grams, after heating in water bath melts fusing, and cooling, obtained white waxy solid N-decoyl aspartic acid dicyclohexyl amine.
The above; embodiment is only be described the preferred embodiment of the present invention; not scope of the present invention is limited; under the prerequisite of spirit not departing from the technology of the present invention; the various distortion that this area engineering technical personnel make technical scheme of the present invention and improvement, all should fall in protection domain that claims of the present invention determine.
Claims (2)
1. N-decoyl aspartic acid dicyclohexyl amine and preparation method thereof, it is characterized in that: with water and acetone for mixed solvent, under acid binding agent exists, adjustment PH remains on 8 ~ 10, after capryl(yl)chloride and Asparagus cochinchinensis ammonia acid sodium carry out substitution reaction in ice-water bath, reaction mass water carries out diluting and acidification, the product with diethyl ether extraction generated, with water repetitive scrubbing product, extract ether, obtain the N-capryloyl aspartic acid of colorless viscous, under continuous stirring, N-capryloyl aspartic acid joins in hexahydroaniline, after heating in water bath melts fusing, cooling, obtained white waxy solid N-decoyl aspartic acid dicyclohexyl amine, specifically comprise following steps:
1). with water and acetone for mixed solvent, under acid binding agent exists, adjustment PH remains on 8 ~ 10, capryl(yl)chloride and Asparagus cochinchinensis ammonia acid sodium are in ice-water bath, at the temperature of 5 DEG C ~ 15 DEG C, carry out substitution reaction after 2 ~ 3 hours, reaction mass water dilutes, slowly add acid solution, adjust about PH to 1.0, the product with diethyl ether extraction of generation, with water repetitive scrubbing product, extract ether, obtain colorless viscous N-capryloyl aspartic acid;
2). keep stirring, N-capryloyl aspartic acid joins in hexahydroaniline, after heating in water bath melts fusing, cooling, obtained white waxy solid N-decoyl aspartic acid dicyclohexyl amine.
2. a kind of N-decoyl aspartic acid dicyclohexyl amine according to claim 1 and preparation method thereof, is characterized in that: the mol ratio of described capryl(yl)chloride, Asparagus cochinchinensis ammonia acid sodium and hexahydroaniline is 1 ﹕ 0.8 ~ 1 ﹕ 1.6 ~ 2; Described acid binding agent is one or both in sodium hydroxide solution and potassium hydroxide solution; Described acid solution is sulphuric acid soln or hydrochloric acid soln.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310603218.1A CN104649928A (en) | 2013-11-26 | 2013-11-26 | N-capryloyl aspartate dicyclohexylamine and preparation method thereof |
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| Application Number | Priority Date | Filing Date | Title |
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| CN201310603218.1A CN104649928A (en) | 2013-11-26 | 2013-11-26 | N-capryloyl aspartate dicyclohexylamine and preparation method thereof |
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| CN104649928A true CN104649928A (en) | 2015-05-27 |
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| CN201310603218.1A Pending CN104649928A (en) | 2013-11-26 | 2013-11-26 | N-capryloyl aspartate dicyclohexylamine and preparation method thereof |
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Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1483500A (en) * | 1973-12-12 | 1977-08-17 | Ajinomoto Kk | Acylation process |
| CN101412566A (en) * | 2008-11-14 | 2009-04-22 | 湖南大学 | Green environment-protective scale inhibitor and use thereof |
-
2013
- 2013-11-26 CN CN201310603218.1A patent/CN104649928A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1483500A (en) * | 1973-12-12 | 1977-08-17 | Ajinomoto Kk | Acylation process |
| CN101412566A (en) * | 2008-11-14 | 2009-04-22 | 湖南大学 | Green environment-protective scale inhibitor and use thereof |
Non-Patent Citations (1)
| Title |
|---|
| 蒋海珍: "新型水溶性防锈抗磨多功能添加剂的研究", 《中国博士学位论文全文数据库 工程科技II辑》 * |
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Application publication date: 20150527 |
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