CN1356321A - Process for preparing 5,5-dimethyl-2,4-imidazolinedione by intermittent presurizing method - Google Patents
Process for preparing 5,5-dimethyl-2,4-imidazolinedione by intermittent presurizing method Download PDFInfo
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- CN1356321A CN1356321A CN 01140412 CN01140412A CN1356321A CN 1356321 A CN1356321 A CN 1356321A CN 01140412 CN01140412 CN 01140412 CN 01140412 A CN01140412 A CN 01140412A CN 1356321 A CN1356321 A CN 1356321A
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- dimethyl
- imidazolinedione
- acetone cyanohydrin
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- ammonia
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Abstract
A process for preapring 5,5-dimethyl-2,4-imidazolinedione by intermittent pressurizing method includes dissolving the acetone cyanohydrin and ammonium dicarbonate as raw material in water or mother liquid, heating, cyclizing reaction at 50-90 deg.C and 0.8-1.8 MPa for 0.5-20 hrs, cooling-crystallizing filtering and drying. Its advantages include simple process, easy control, and high purity and output rate of product.
Description
Technical field
The present invention relates to a kind of pressurization interrupter method preparation 5,5-dimethyl-2, the method for 4-imidazolinedione.Belong to 5,5-dimethyl-2, the technology of preparing of 4-imidazolinedione.5,5-dimethyl-2,4-imidazolinedione structural formula is shown below:
Background technology
5,5-dimethyl-2,4-imidazolinedione (dimethyl hydantion) are the main raw materials of preparation high-effective disinfecting sterilant dichloro-dimethyl glycolylurea, dibromo dimethyl hydantoin, bromine Chlorodimethyl glycolylurea; It also is the main raw material of preparation glycolylurea resin.Especially bromine Chlorodimethyl glycolylurea, it have active high (under being lower than 1ppm concentration, just can very effectively kill bacterium in the water, algae etc.), killing livestock property of wide spectrum, lasting period long, use the pH scope extensively, to water in characteristics such as nitrogenous compound is insensitive.This product is realized commercialization in the seventies in the U.S., and China also has many families to produce at present, and overall throughput has surpassed kiloton.Its consumption is ascendant trend significantly in recent years.But, because of the main raw material 5 of preparation bromine Chlorodimethyl glycolylurea, 5-dimethyl-2, the 4-imidazolinedione yields poorly because of production technique falls behind, and has seriously restricted the industrial scale of bromine Chlorodimethyl glycolylurea.
At present, industrial production dimethyl hydantion method is roughly concluded 4 kinds.(1), volatile salt method intermittently: this method is a raw material with acetone cyanohydrin and volatile salt, and shortcoming is that volatile salt is obviously excessive, and a large amount of ammonias of by-product need heating to drive ammonia after reaction is finished, and yield is 51～56%.(2), carbonic acid gas ammonification at intermittence water law: this method adds ammoniacal liquor with carbonic acid gas and replaces volatile salt, and is excessive greatly because of ammoniacal liquor, also needs heating to drive ammonia after reaction is finished, and yield is 61.7%, and factory relatively is fit to build near the fertilizer plant.(3), continuous CO 2 adds the ammonia method: 50% acetone cyanohydrin enters from cat head, and carbonic acid gas and ammonia enter at the bottom of tower, and tower divides three sections, from top to bottom is 30 ℃, 60 ℃, 90 ℃; The overhead gas water absorbs and recycles, and liquid condensing crystal at the bottom of the tower, yield are 85%.Shortcoming is the conversion unit complexity, and technology difficulty is bigger, the energy consumption height.(4), acetone and sodium cyanide direct method: be raw material with acetone, sodium cyanide and ammoniacal liquor directly, yield can reach 90%, and this method only limits to the laboratory, because acetone volatilizees easily, sodium cyanide toxicity is big, is difficult to realize industrialization.
Summary of the invention:
Based on above-mentioned 5,5-dimethyl-2, the deficiency that exists in the 4-imidazolinedione production method the object of the present invention is to provide a kind of employing pressurization interrupter method preparation 5,5-dimethyl-2, the method for 4-imidazolinedione.This method technological process is simple, produces yield and product purity height.
In order to achieve the above object, the present invention is realized by following technical proposals.With water or mother liquor is solvent, behind acetone cyanohydrin and material dissolution, be prepared into product by key steps such as heating, cyclization, crystallisation by cooling, filtration, dryings, it is characterized in that: be raw material with bicarbonate of ammonia, the mol ratio of acetone cyanohydrin and bicarbonate of ammonia is: 1: 0.95～1: 1.5; Reaction pressure is 0.8～1.8MPa; Temperature of reaction is 50～90 ℃; Reaction times is 0.5～20 hour; Acetone cyanohydrin is 1: 1～1: 6 with the solvent volume ratio.
Above-mentioned mol ratio the best is: 1: 1.01～1: 1.10; Above-mentioned reaction pressure the best is: 1.1～1.4MPa; Above-mentioned temperature of reaction the best is: 65～80 ℃; Above-mentioned reaction times the best is: 1～5 hour; Above-mentioned volume ratio the best is: 1: 1～1: 2.5.
Preparation process of the present invention is simple, and condition is easily controlled, and product yield is 92～94%, and product purity reaches more than 97%.
Embodiment
Embodiment 1: in 140 milliliters of autoclaves, add 34 gram (36.48mL) acetone cyanohydrins, and 40 ml waters, 35 gram bicarbonate of ammonia are heated to 65～75 ℃, and pressure rises to 0.8～1.4MPa.70 ℃ of insulation reaction 1.5 hours, until pressure decline 0.26MPa.Release, cooling, filtration, drying.Output: 35 grams, yield 70%.
Embodiment 2: in 140 milliliters of autoclaves, add 34 gram (36.48mL) acetone cyanohydrins, and 45 milliliters of reaction mother liquors, 35 gram bicarbonate of ammonia are heated to 65～75 ℃, and pressure rises to 0.8～1.4MPa.70 ℃ of insulation reaction 1.5 hours, till pressure drops to 0.25MPa.Release, be cooled to 20 ℃, filtration, drying.Output: 46.5 grams, yield 92～94%.
Embodiment 3: in 1500 liters of autoclaves, add 340 kilograms of (364.8L) acetone cyanohydrins, and 450 liters of mother liquors, 350 kilograms of carbon ammoniums stir down in that chuck is logical and are steam heated to 40 ℃, stop heating, are warming up to 70～75 ℃ naturally, and pressure rises to 1.4～1.8MPa.70～75 ℃ of insulation reaction 2 hours, drop to below the 0.3MPa until pressure.Logical cooling water temperature to 40 ℃, release, continue to be cooled to 20 ℃, blowing filters drying.Output: 468 kilograms, yield 92～94%.
Claims (2)
1. pressurization interrupter method preparation 5,5-dimethyl-2, the preparation method of 4-imidazolinedione, this method is a solvent with water or mother liquor, behind acetone cyanohydrin and material dissolution, be prepared into product by key steps such as heating, cyclization, crystallisation by cooling, filtration, dryings, it is characterized in that: be raw material with bicarbonate of ammonia, the mol ratio of acetone cyanohydrin and bicarbonate of ammonia is: 1: 0.95～1: 1.5; Reaction pressure is 0.8～1.8MPa; Temperature of reaction is 50～90 ℃; Reaction times is 0.5～20 hour; Acetone cyanohydrin is 1: 1～1: 6 with the solvent volume ratio.
2. prepare 5 according to the described pressurization interrupter method of claim 1,5-dimethyl-2, the preparation method of 4-imidazolinedione is characterized in that: the optimum mole ratio of acetone cyanohydrin and bicarbonate of ammonia is: 1: 1.01～1: 1.10; Optimum response pressure is 1.1～1.4MPa; Optimal reaction temperature is 65～80 ℃; Optimum reacting time is 1～5 hour; Acetone cyanohydrin and solvent optimum volume ratio are 1: 1～1: 2.5.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB011404124A CN1179950C (en) | 2001-12-06 | 2001-12-06 | Process for preparing 5,5-dimethyl-2,4-imidazolinedione by intermittent presurizing method |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB011404124A CN1179950C (en) | 2001-12-06 | 2001-12-06 | Process for preparing 5,5-dimethyl-2,4-imidazolinedione by intermittent presurizing method |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1356321A true CN1356321A (en) | 2002-07-03 |
| CN1179950C CN1179950C (en) | 2004-12-15 |
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| Application Number | Title | Priority Date | Filing Date |
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| CNB011404124A Expired - Fee Related CN1179950C (en) | 2001-12-06 | 2001-12-06 | Process for preparing 5,5-dimethyl-2,4-imidazolinedione by intermittent presurizing method |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102002000A (en) * | 2010-11-18 | 2011-04-06 | 大庆井井源油田科技开发有限公司 | Method for producing 5,5-dimethyl hydantoin |
| CN104557721A (en) * | 2014-12-30 | 2015-04-29 | 沈阳化工研究院有限公司 | Method for producing 5,5-dimethylhydantoin |
-
2001
- 2001-12-06 CN CNB011404124A patent/CN1179950C/en not_active Expired - Fee Related
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102002000A (en) * | 2010-11-18 | 2011-04-06 | 大庆井井源油田科技开发有限公司 | Method for producing 5,5-dimethyl hydantoin |
| CN102002000B (en) * | 2010-11-18 | 2012-07-25 | 祝莉宁 | Method for producing 5,5-dimethyl hydantoin |
| CN104557721A (en) * | 2014-12-30 | 2015-04-29 | 沈阳化工研究院有限公司 | Method for producing 5,5-dimethylhydantoin |
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| CN1179950C (en) | 2004-12-15 |
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Granted publication date: 20041215 Termination date: 20100106 |