CN104649926A - N,N'-sebacoyl biaspartic acid and preparation method thereof - Google Patents
N,N'-sebacoyl biaspartic acid and preparation method thereof Download PDFInfo
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- CN104649926A CN104649926A CN201310597962.5A CN201310597962A CN104649926A CN 104649926 A CN104649926 A CN 104649926A CN 201310597962 A CN201310597962 A CN 201310597962A CN 104649926 A CN104649926 A CN 104649926A
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Abstract
The invention discloses N,N'-sebacoyl biaspartic acid and its preparation method. The preparation method is characterized in that with water used as a solvent, aspartic acid and sodium hydroxide undergo acid-base neutralization to prepare sodium aspartate; in the presence of an acid-binding agent, decanedioyl chloride and sodium aspartate undergo a substitution reaction by ice-water bath to generate N,N'-sebacoyl sodium aspartate; the reaction material is diluted with water, acid liquor is slowly added to adjust pH to about 1.0, a solid product is precipitated out, and the product is repeatedly washed with water so as to obtain N,N'-sebacoyl biaspartic acid. The composition is an organic polybasic carboxylic acid, has characteristics of multiple carboxy groups binding to metal, and has an excellent antirust effect. The composition has an effect of forming a stable complex with calcium and magnesium ions.
Description
Technical field
The present invention relates to rust-inhibiting additive synthesis technical field, espespecially a kind of N, N '-sebacoyl two aspartic acid and preparation method thereof.
Background technology
Rust-inhibiting additive is a kind of important additives in metal working fluid; the effect preventing from corroding is played in process of metal working; polar group in rust-inhibiting additive molecule can be adsorbed in metallic surface; and hydrophobic alkyl forms protective membrane in metallic surface; play rust-proof effect, the solvability of organic molecule in water is relevant with the hydrophilic radical of alkyl chain, as water miscible rust-inhibiting additive; not only to there is the polar group playing rust inhibition in molecule, and will have certain water-soluble.
Along with improving constantly of modern machinery and equipment performance, environmental requirement is increasingly harsh, produces, needs to use high performance rust-inhibiting additive in life, not only to rust-preventing characteristic, water-solublely to have higher requirements, also have requirements at the higher level to oilness, stability in hard water.
Summary of the invention
The object of the present invention is to provide a kind of N, N '-sebacoyl two aspartic acid and preparation method thereof.
Technical solution of the present invention is: take water as solvent; aspartic acid and sodium hydroxide carry out acid-base neutralisation reaction; produce Asparagus cochinchinensis ammonia acid sodium; under acid binding agent exists; sebacoyl chloride and Asparagus cochinchinensis ammonia acid sodium; in ice-water bath, carry out substitution reaction, generate N, N '-sebacoyl two Asparagus cochinchinensis ammonia acid sodium; reaction mass water dilutes; slowly add acid solution, adjust about PH to 1.0, separate out solid product; with water repetitive scrubbing product; obtain N, N '-sebacoyl two aspartic acid, specifically comprise following steps:
1). take water as solvent, aspartic acid (I) and sodium hydroxide carry out acid-base neutralisation reaction, and produce Asparagus cochinchinensis ammonia acid sodium (II) solution, its main chemical reactions is:
2). under acid binding agent exists; sebacoyl chloride (I) and aspartate (II) solution, carry out substitution reaction 2 ~ 3 hours at 5 DEG C ~ 15 DEG C in ice-water bath, generates N; N '-sebacoyl two Asparagus cochinchinensis ammonia acid sodium (III), its main chemical reactions is:
3). reaction mass water dilutes, and slowly adds acid solution, adjusts about PH to 1.0, and separate out solid product, with water repetitive scrubbing product, obtain N, N '-sebacoyl two aspartic acid (IV), its main chemical reactions is:
Further, described aspartic acid and the mol ratio of sodium hydroxide are 1 ﹕ 2 ~ 2.5.
Described acid binding agent is sodium hydrogen carbonate solution or sodium carbonate solution.
Described sebacoyl chloride and aspartic acid mol ratio are 1 ﹕ 2.
Described acid solution is sulphuric acid soln or hydrochloric acid soln.
The present invention a kind of N, N '-sebacoyl two aspartic acid and preparation method thereof, its feature and advantage are: sufficient raw, and cost is lower; Synthetics is a kind of organic polycarboxylic acid, has the characteristic of multiple carboxyl 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 100mL water, add 60 grams of aspartic acids and 36 grams of sodium hydroxide carry out acid-base neutralisation reaction, produce Asparagus cochinchinensis ammonia acid sodium, 0 DEG C ~ 10 DEG C are cooled to ice-water bath, drip 54 grams of sebacoyl chlorides, remain on 8 ~ 10 with sodium carbonate solution regulation system PH simultaneously, after dripping sebacoyl chloride, in ice-water bath at the temperature of maintenance 5 DEG C ~ 10 DEG C, continue stirring and carry out substitution reaction 2 ~ 3 hours, generate N, N '-sebacoyl two Asparagus cochinchinensis ammonia acid sodium; In four-hole bottle, add 100mL water makes reaction mass dilute, and slowly adds sulphuric acid soln, adjusts about PH to 1.0, separates out solid product, with water repetitive scrubbing product, obtains N, N '-sebacoyl two aspartic acid, obtained N, N '-sebacoyl two aspartic acid.
Embodiment 2
In the four-hole bottle that whipping appts, reflux condensate device and thermometer are housed, add 150mL water, add 65 grams of aspartic acids and 44 grams of sodium hydroxide carry out acid-base neutralisation reaction, produce Asparagus cochinchinensis ammonia acid sodium, 5 DEG C ~ 15 DEG C are cooled to ice-water bath, drip 58 grams of sebacoyl chlorides, remain on 8 ~ 10 with sodium hydrogen carbonate solution regulation system PH simultaneously, after dripping sebacoyl 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, N '-sebacoyl two Asparagus cochinchinensis ammonia acid sodium; In four-hole bottle, add 100mL water makes reaction mass dilute, and slowly adds sulphuric acid soln, adjusts about PH to 1.0, separates out solid product, with water repetitive scrubbing product, obtains N, N '-sebacoyl two aspartic acid, obtained N, N '-sebacoyl two aspartic acid.
Embodiment 3
In the four-hole bottle that whipping appts, reflux condensate device and thermometer are housed, add 200mL water, add 70 grams of aspartic acids and 52 grams of sodium hydroxide carry out acid-base neutralisation reaction, produce Asparagus cochinchinensis ammonia acid sodium, 5 DEG C ~ 10 DEG C are cooled to ice-water bath, drip 62 grams of sebacoyl chlorides, remain on 8 ~ 10 with sodium hydrogen carbonate solution regulation system PH simultaneously, after dripping sebacoyl 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, N '-sebacoyl two Asparagus cochinchinensis ammonia acid sodium; In four-hole bottle, add 150mL water makes reaction mass dilute, and slowly adds hydrochloric acid soln, adjusts about PH to 1.0, separates out solid product, with water repetitive scrubbing product, obtains N, N '-sebacoyl two aspartic acid, obtained N, N '-sebacoyl two aspartic acid.
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. a N, N '-sebacoyl two aspartic acid and preparation method thereof, it is characterized in that: take water as solvent, aspartic acid and sodium hydroxide carry out acid-base neutralisation reaction, produce Asparagus cochinchinensis ammonia acid sodium, under acid binding agent exists, sebacoyl chloride and Asparagus cochinchinensis ammonia acid sodium, substitution reaction is carried out in ice-water bath, generate N, N '-sebacoyl two Asparagus cochinchinensis ammonia acid sodium, reaction mass water dilutes, slowly add acid solution, adjust about PH to 1.0, separate out solid product, with water repetitive scrubbing product, obtain N, N '-sebacoyl two aspartic acid, specifically comprise following steps:
1). take water as solvent, aspartic acid and sodium hydroxide carry out acid-base neutralisation reaction, produce aspartic acid sodium solution;
2). under acid binding agent exists, sebacoyl chloride and aspartic acid salts solution, carry out substitution reaction 2 ~ 3 hours at 5 DEG C ~ 15 DEG C in ice-water bath, generates N, N '-sebacoyl two Asparagus cochinchinensis ammonia acid sodium;
3). reaction mass water dilutes, and slowly adds acid solution, adjusts about PH to 1.0, separates out solid product, with water repetitive scrubbing product, obtains N, N '-sebacoyl two aspartic acid.
2. a kind of N, N according to claim 1 '-sebacoyl two aspartic acid and preparation method thereof, is characterized in that: described aspartic acid and the mol ratio of sodium hydroxide are 1 ﹕ 2 ~ 2.5; Described acid binding agent is sodium hydrogen carbonate solution or sodium carbonate solution; Described sebacoyl chloride and aspartic acid mol ratio are 1 ﹕ 2.
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310597962.5A CN104649926B (en) | 2013-11-25 | 2013-11-25 | Two asparatate of a kind of N, N '-decanedioyl base and preparation method thereof |
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| CN201310597962.5A CN104649926B (en) | 2013-11-25 | 2013-11-25 | Two asparatate of a kind of N, N '-decanedioyl base and preparation method thereof |
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| CN104649926A true CN104649926A (en) | 2015-05-27 |
| CN104649926B CN104649926B (en) | 2018-08-17 |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109942450A (en) * | 2019-03-27 | 2019-06-28 | 南京华狮新材料有限公司 | It is amino acid type chelated dose a kind of and its preparation method and application |
| CN111039811A (en) * | 2019-12-23 | 2020-04-21 | 四川欣美加生物医药有限公司 | Process for preparing nonane diacyl amino acid salt |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1993021913A1 (en) * | 1992-04-28 | 1993-11-11 | Senyorina Ltd. | Anti-obesity drugs |
| WO2007127198A2 (en) * | 2006-04-24 | 2007-11-08 | Incept, Llc | Protein crosslinkers, crosslinking methods and applications thereof |
-
2013
- 2013-11-25 CN CN201310597962.5A patent/CN104649926B/en active Active
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1993021913A1 (en) * | 1992-04-28 | 1993-11-11 | Senyorina Ltd. | Anti-obesity drugs |
| WO2007127198A2 (en) * | 2006-04-24 | 2007-11-08 | Incept, Llc | Protein crosslinkers, crosslinking methods and applications thereof |
Non-Patent Citations (1)
| Title |
|---|
| 王军 等: "N-十二酰基天冬氨酸及其钠盐的合成与性能", 《精细石油化工》 * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109942450A (en) * | 2019-03-27 | 2019-06-28 | 南京华狮新材料有限公司 | It is amino acid type chelated dose a kind of and its preparation method and application |
| CN111039811A (en) * | 2019-12-23 | 2020-04-21 | 四川欣美加生物医药有限公司 | Process for preparing nonane diacyl amino acid salt |
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| CN104649926B (en) | 2018-08-17 |
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Effective date of registration: 20201201 Address after: Tao Yuan Ji Zhen Tao Yuan Hou Dong Jie Cun, Cao County, Heze City, Shandong Province Patentee after: Caoxian runran Wood Industry Co., Ltd Address before: 264006 No. 3, building 18, Fengtai District, Yantai Development Zone, Shandong 8, China Patentee before: Liu Xianmei |
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