CN104130161A - Synthetic method of carbonic diamide di(methylamino valerate) - Google Patents
Synthetic method of carbonic diamide di(methylamino valerate) Download PDFInfo
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- CN104130161A CN104130161A CN201410330484.6A CN201410330484A CN104130161A CN 104130161 A CN104130161 A CN 104130161A CN 201410330484 A CN201410330484 A CN 201410330484A CN 104130161 A CN104130161 A CN 104130161A
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Abstract
The invention discloses a synthetic method of carbonic diamide di(methylamino valerate). The synthetic method comprises the following steps: reacting valerolactam and a formaldehyde solution to generate N-hydroxymethyl valerolactam; and adding urea into reaction liquid, heating the mixture to perform a reflux reaction, standing a reaction product after reacting, filtering the product, recrystallizing the filtered product by using ethanol, performing suction filtration, washing the suction-filtered product by using a mother solution, fully hydrolyzing obtained carbonic diamide divalerolactam by using a sodium hydroxide solution, slowly adding acid liquor, separating a solid product out, adding obtained carbonic diamide di(methylamino valeric acid) into an organic alkali, and heating and stirring the mixture for dissolving to obtain the carbonic diamide di(methylamino valerate). A compound has the combined characteristics of four amino groups, two carboxylic groups and metals, and has a corrosion inhibiting effect and high rust resistance.
Description
Technical field
The present invention relates to volatile rust prevention additive synthesis technical field, the synthetic method of espespecially a kind of carbamide support two (methylamino valerates).
Background technology
Most metals and alloy product are under natural environmental condition, can spontaneously be changed to low-energy state by high-energy state, by unsettled metal simple-substance form to stable metallic compound Morphological Transitions, this transformation causes corrosion of metal, metal is usually by electrochemistry or chemical reaction, become gradually metal ion, and then form compound and by corrosion, cause corrosion of metal chemical reaction in, the existence of oxygen and moisture, often play a part great, to effectively suppress the corrosion of metal, prevent that metal from directly contacting with water vapour with oxygen is very important, conventionally the product of corrosion of metal is generally the material of short texture, do not cut off contacting of water in atmosphere and oxygen and metal, corrosion process can be from outside to inside, cause the corrosion of whole metalwork, after lose use function.
Compared with traditional rust-proofing method, volatile rust preventive material has many unrivaled advantages.Pack or sprayed Hou at metallic substance, vapor phase corrosion inhibitor agent molecule just starts to disperse, and vapor phase corrosion inhibitor agent molecule may penetrate into the corner space that traditional slushing oil cannot cover, antirust without dead angle; Vapor phase corrosion inhibitor molecule effective constituent retention time is long; Even if metallic surface has moisture or outside air very moist, rust-preventive agent also can form protective film in metallic surface, prevents from that metal is corroded to get rusty; The Gas permeability of the rustproof packaging material of making and Water Vapour Permeability are extremely low, have waterproof, protection against the tide, oil resistant, chemical resistant characteristic.
Although volatile rust prevention erosion technology enters, China's time is short, and tempo is very fast, but Chinese vapor phase inhibitor technology, compared with advanced country, also exists that range of product is few, the wideless problem of application coverage rate.Therefore, should strengthen Resource by Utilizing Advanced Technologies, strengthen the research and development of vapor phase inhibitor simultaneously.
Summary of the invention
The object of the present invention is to provide the synthetic method of a kind of carbamide support two (methylamino valerates).
Technical solution of the present invention is: Valerolactim reacts with formaldehyde solution, generates N-methylol Valerolactim; In reaction solution, add urea again, back flow reaction is carried out in heating, after reaction finishes, leave standstill, filter, with ethyl alcohol recrystallization, suction filtration, with mother liquor washing, the carbamide making supports two Valerolactims sodium hydroxide solution and is hydrolyzed, after hydrolysis completely, slowly add acid solution, separate out solid product, carbamide support two (the methylamino valeric acids) that obtain join in organic bases, heating stirring and dissolving, make carbamide support two (methylamino valerates).Specifically comprise following steps:
1). in formaldehyde (I) solution, slowly add Valerolactim (II), stir 20～30 minutes, under agitation condition, in 15～20 DEG C of reactions 1～2 hour, generate N-methylol Valerolactim (III), its main chemical reactions is:
2). in reaction solution, add urea (IV) again, calorify at 90～105 DEG C of temperature, carry out back flow reaction 2～4 hours, after reaction finishes, leave standstill, be cooled to 10～30 DEG C, filter, with ethyl alcohol recrystallization, suction filtration, with mother liquor washing 2 times, make carbamide and support two Valerolactims (V), its main chemical reactions is:
3). the material that above-mentioned reaction generates is hydrolyzed with sodium hydroxide solution, after hydrolysis completely, slowly adds acid solution, adjust PH to 1.0 left and right, separate out solid product, water repetitive scrubbing product, obtain carbamide support two (methylamino valeric acid) (VI), its main chemical reactions is:
4). carbamide support two (methylamino valeric acid) (VI) are joined in organic bases, heating, stirring and dissolving, makes carbamide support two (methylamino valerate) (VII), and its main chemical reactions is:
Wherein, in reaction formula, M is organic bases, preferably hexahydroaniline, dicyclohexyl amine, morpholine, hydroxyalkyl tertiary amine and piperidines, further, the preferred hydroxyethyl tertiary amine of described hydroxyalkyl tertiary amine and hydroxyl sec.-propyl tertiary amine.
The mol ratio of described Valerolactim, formaldehyde, urea and organic bases is 1 ﹕ 2.5～3.0 ﹕ 0.5～0.6 ﹕ 1～1.5.
Described acid solution is dilution heat of sulfuric acid or hydrochloric acid soln.
The synthetic method of a kind of carbamide support of the present invention two (methylamino valerates), its feature and advantage are: adopt Valerolactim and formaldehyde solution to carry out low-temp reaction, resultant of reaction reacts with urea again, again through alkaline hydrolysis, acid out, last and organic bases salify, make to react and easily carry out; Synthetics has the characteristic of four amidos and two carboxyls and melts combine, has the effect that suppresses corrosion, and rust inhibition is strong; Operation is simple, is applicable to suitability for industrialized production.
Embodiment
Embodiment 1
Being equipped with in the three-necked bottle of whipping appts and thermometer, add 74 grams of 37% formaldehyde solutions, slowly add again 36 grams of Valerolactims, stir 20～30 minutes, under agitation condition, in 15～20 DEG C of reactions 2 hours, generate N-methylol Valerolactim, in reaction solution, add 13 grams of urea again, heating, at 95～100 DEG C of temperature, carry out back flow reaction 3 hours, after reaction finishes, leave standstill, be cooled to 15～20 DEG C, filter, with ethyl alcohol recrystallization, suction filtration, with mother liquor washing 2 times, make carbamide and support two Valerolactims, the material that above-mentioned reaction generates is hydrolyzed with 51 grams of 45% sodium hydroxide solutions, after hydrolysis completely, slowly add hydrochloric acid soln, adjust PH to 1.0 left and right, separate out solid product, water repetitive scrubbing product, obtain carbamide support two (methylamino valeric acids), carbamide support two (methylamino valeric acids) are joined to 81 grams of hydroxyalkyl tertiary amines, heating, stirring and dissolving, make carbamide support two (methylamino valerates).
Embodiment 2
Being equipped with in the three-necked bottle of whipping appts and thermometer, add 87 grams of 37% formaldehyde solutions, slowly add again 39 grams of Valerolactims, stir 20～30 minutes, under agitation condition, in 15～20 DEG C of reactions 1 hour, generate N-methylol Valerolactim, in reaction solution, add 13 grams of urea again, heating, at 100～105 DEG C of temperature, carry out back flow reaction 4 hours, after reaction finishes, leave standstill, be cooled to 20～30 DEG C, filter, with ethyl alcohol recrystallization, suction filtration, with mother liquor washing 2 times, make carbamide and support two Valerolactims, the material that above-mentioned reaction generates is hydrolyzed with 49 grams of 45% sodium hydroxide solutions, after hydrolysis completely, slowly add dilution heat of sulfuric acid, adjust PH to 1.0 left and right, separate out solid product, water repetitive scrubbing product, obtain carbamide support two (methylamino valeric acids), carbamide support two (methylamino valeric acids) are joined to 34.5 grams of morpholines, heating, stirring and dissolving, make carbamide support two (methylamino valerates).
Embodiment 3
Being equipped with in the three-necked bottle of whipping appts and thermometer, add 81 grams of 37% formaldehyde solutions, slowly add again 33 grams of Valerolactims, stir 20～30 minutes, under agitation condition, in 15～20 DEG C of reactions 1.5 hours, generate N-methylol Valerolactim, in reaction solution, add 10 grams of urea again, heating, at 90～95 DEG C of temperature, carry out back flow reaction 3 hours, after reaction finishes, leave standstill, be cooled to 10～15 DEG C, filter, with ethyl alcohol recrystallization, suction filtration, with mother liquor washing 2 times, make carbamide and support two Valerolactims, the material that above-mentioned reaction generates is hydrolyzed with 58.5 grams of 40% sodium hydroxide solutions, after hydrolysis completely, slowly add dilution heat of sulfuric acid, adjust PH to 1.0 left and right, separate out solid product, water repetitive scrubbing product, obtain carbamide support two (methylamino valeric acids), carbamide support two (methylamino valeric acids) are joined to 41 grams of hexahydroaniline, heating, stirring and dissolving, make carbamide support two (methylamino valerates).
The above; embodiment is only that the preferred embodiment of the present invention is described; not scope of the present invention is limited; under the prerequisite of spirit that does not depart from the technology of the present invention; various distortion and improvement that this area engineering technical personnel make technical scheme of the present invention, all should fall in the definite protection domain of claims of the present invention.
Claims (3)
1. a synthetic method for carbamide support two (methylamino valerates), is characterized in that: Valerolactim reacts with formaldehyde solution, generates N-methylol Valerolactim; In reaction solution, add urea again, back flow reaction is carried out in heating, after reaction finishes, leave standstill, filter, with ethyl alcohol recrystallization, suction filtration, with mother liquor washing, the carbamide making supports two Valerolactims sodium hydroxide solution and is hydrolyzed, after hydrolysis completely, slowly add acid solution, separate out solid product, carbamide support two (the methylamino valeric acids) that obtain join in organic bases, heating stirring and dissolving, make carbamide support two (methylamino valerates), specifically comprises following steps:
1). in formaldehyde solution, slowly add Valerolactim, stir 20～30 minutes, under agitation condition, in 15～20 DEG C of reactions 1～2 hour, generate N-methylol Valerolactim;
2). in reaction solution, add urea again, calorify at 90～105 DEG C of temperature, carry out back flow reaction 2～4 hours, after reaction finishes, leave standstill, be cooled to 10～30 DEG C, filter, with ethyl alcohol recrystallization, suction filtration, with mother liquor washing 2 times, makes carbamide and supports two Valerolactims;
3). the material that above-mentioned reaction generates is hydrolyzed with sodium hydroxide solution, after hydrolysis completely, slowly adds acid solution, adjusts PH to 1.0 left and right, separates out solid product, and water repetitive scrubbing product obtains carbamide support two (methylamino valeric acids);
4). carbamide support two (methylamino valeric acids) are joined in organic bases, heating, stirring and dissolving, makes carbamide support two (methylamino valerates).
2. the synthetic method of carbamide support according to claim 1 two (methylamino valerates), is characterized in that: the preferred hexahydroaniline of described organic bases, dicyclohexyl amine, morpholine, hydroxyalkyl tertiary amine and piperidines; The mol ratio of described Valerolactim, formaldehyde, urea and organic bases is 1 ﹕ 2.5～3.0 ﹕ 0.5～0.6 ﹕ 1～1.5; Described acid solution is dilution heat of sulfuric acid or hydrochloric acid soln.
3. hydroxyalkyl tertiary amine according to claim 2, is characterized in that: the preferred hydroxyethyl tertiary amine of described hydroxyalkyl tertiary amine and hydroxyl sec.-propyl tertiary amine.
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107674017A (en) * | 2017-10-25 | 2018-02-09 | 宿迁市振兴化工有限公司 | The synthetic method of the piperidine alcohols of 1,2,2,6,6 pentamethyl of light stabilizer intermediate 4 |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107674017A (en) * | 2017-10-25 | 2018-02-09 | 宿迁市振兴化工有限公司 | The synthetic method of the piperidine alcohols of 1,2,2,6,6 pentamethyl of light stabilizer intermediate 4 |
| CN107674017B (en) * | 2017-10-25 | 2020-05-15 | 宿迁市振兴化工有限公司 | Synthesis method of light stabilizer intermediate 1,2,2,6, 6-pentamethyl-4-piperidinol |
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Application publication date: 20141105 |