CN1394852A - Preparation method of tetrabutyl urea - Google Patents
Preparation method of tetrabutyl urea Download PDFInfo
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- CN1394852A CN1394852A CN 02112082 CN02112082A CN1394852A CN 1394852 A CN1394852 A CN 1394852A CN 02112082 CN02112082 CN 02112082 CN 02112082 A CN02112082 A CN 02112082A CN 1394852 A CN1394852 A CN 1394852A
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- dibutylamine
- preparation
- organic solvent
- tetrabutyl
- trichloromethyl
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Abstract
The preparation method of organic compound tetrabutyl carbamide uses dibutylamine and trichloromethyl carbonate as raw material, and makes synthesis is organic solvent to obtain the invented product. Said method is safe, has no production of three wastes, its raw materials are non-toxic, its reaction yield is high and quality is good.
Description
Technical field
The present invention relates to a kind of preparation method of organic compound tetrabutyl urea.
Background technology
Tetrabutyl urea is the wider organic synthesis intermediate of purposes, also can be used as vitochemical solvent, extraction agent and catalyzer, particularly is used as the solvent of hydrogen peroxide production process in a large number.At present, the method for producing tetrabutyl urea in the world is to be raw material with the dibutylamine photoreactive gas, reaction under alkaline condition and getting.The main drawback that this processing method exists is phosgene (COCl
2) be hypertoxic gas, transport, store and manipulate all very trouble, to the requirement of shelter height of equipment, quantity of three wastes is big and difficult.
Summary of the invention
The purpose of this invention is to provide a kind of new tetrabutyl urea preparation method, this preparation method's raw material is nontoxic substantially, and production safety is reliable, does not have the three wastes substantially, and the reaction yield height, and production cost is lower.
Realizing the preparation method of above-mentioned purpose, is to be that raw material synthesizes in organic solvent with dibutylamine with two trichloromethyl carbonates.
Its chemical equation is:
Concrete processing step comprises:
1., press charge ratio and in reactor, add dibutylamine and organic solvent;
2., start reactor agitator, at normal temperatures, slowly drip by the charge ratio amount and be dissolved in two trichloromethyl carbonate solution of organic solvent, be warming up to backflow after dropwising, and keep for some time;
3., in reactor, lead to people's rare gas element, with the HCl gas that generates in the drive row reaction;
4., reaction solution sends to distiller, dibutylamine and organic solvent are reclaimed in underpressure distillation, and obtain the finished product---tetrabutyl urea.
Above-mentioned feed ratio is got, dibutylamine: two trichloromethyl carbonates=5～8: 1 (mol ratio) is preferable.
Described organic solvent can be benzene or toluene or dimethylbenzene or chlorobenzene or methylene dichloride or trichloromethane or tetracol phenixin or ethylene dichloride.
The inventive method is compared with existing phosgenation technology, it is cheap and easy to get to have raw material, easy to operate and safe, (present method yield is more than 90% for the reaction yield height, and the phosgenation yield is 80～85%), good product quality (purity is more than 99%) does not have outstanding advantages such as three wastes non-environmental-pollution substantially.
Embodiment
Embodiment 1, and feed ratio is a dibutylamine: two trichloromethyl carbonates=5: 1 (mol ratio); In the 500ml four-hole boiling flask of mechanical stirring, constant pressure funnel, reflux condensing tube and thermometer is housed, add 3 moles of dibutylamine and chlorobenzene solution 200ml; Open and stir, under normal temperature, vigorous stirring, slowly drip the two trichloromethyl carbonate solution that are dissolved in the 100ml chlorobenzene, after dropwising, be warming up to backflow, kept 1.5～2 hours; Logical nitrogen is driven hydrogen chloride gas away, and dibutylamine and chlorobenzene are reclaimed in underpressure distillation, obtain tetrabutyl urea, and purity is 99.2% by analysis, and recovery rate is 80%.
Embodiment 2, and feed ratio is a dibutylamine: two trichloromethyl carbonates=6: 1 (mol ratio); In the reaction flask identical with embodiment 1, add 3 moles of dibutylamine and 100ml dichloroethane solution, open and stir, under normal temperature, vigorous stirring, slowly drip the two trichloromethyl carbonate solution that are dissolved in the 200ml ethylene dichloride, after dropwising, be warming up to backflow, kept 5 hours; Logical nitrogen is caught up with a hydrogen chloride gas; Dibutylamine and ethylene dichloride are reclaimed in underpressure distillation, obtain tetrabutyl urea, and its purity reaches 99.4% after measured, and reaction yield is 91%.
Embodiment 3, and feed ratio (mol ratio) is a dibutylamine: two trichloromethyl carbonates=8: 1; In the reactor identical with embodiment 1, add 3 moles of dibutylamine and 100ml benzole soln, turn on agitator slowly drips the two trichloromethyl carbonate solution that are dissolved in 200ml benzene under normal temperature, vigorous stirring, after dropwising, be warming up to backflow, keeps 5 hours; Logical nitrogen is driven hydrogen chloride gas away; Dibutylamine and benzene are reclaimed in underpressure distillation, obtain the tetrabutyl urea product, measure by analysis, and product purity is 99.5%, and reaction yield reaches 95%.
Claims (4)
1, a kind of preparation method of tetrabutyl urea is characterized in that be that raw material synthesizes with dibutylamine with two trichloromethyl carbonates in organic solvent.
2, by the preparation method of the described tetrabutyl urea of claim 1, it is characterized in that processing step comprises:
1., press charge ratio and in reactor, add dibutylamine and organic solvent;
2., start reactor agitator, at normal temperatures, slowly drip by the charge ratio amount and be dissolved in two trichloromethyl carbonate solution of organic solvent, be warming up to backflow after dropwising, and keep for some time;
3., in reactor, feed rare gas element, with the HCl gas that generates in the drive row reaction;
4., reaction solution sends to distiller, dibutylamine and organic solvent are reclaimed in underpressure distillation, and obtain the finished product---tetrabutyl urea.
3, by the preparation method of claim 1 or 2 described tetrabutyl ureas, it is characterized in that reacting feed ratio (mol ratio) is dibutylamine: two trichloromethyl carbonates=5～8: 1.
4, by the preparation method of claim 1 or 2 described tetrabutyl ureas, it is characterized in that organic solvent can be benzene or toluene or dimethylbenzene or chlorobenzene or methylene dichloride or trichloromethane or tetracol phenixin or ethylene dichloride.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 02112082 CN1394852A (en) | 2002-06-06 | 2002-06-06 | Preparation method of tetrabutyl urea |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 02112082 CN1394852A (en) | 2002-06-06 | 2002-06-06 | Preparation method of tetrabutyl urea |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN1394852A true CN1394852A (en) | 2003-02-05 |
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| CN 02112082 Pending CN1394852A (en) | 2002-06-06 | 2002-06-06 | Preparation method of tetrabutyl urea |
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Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101333176B (en) * | 2008-05-30 | 2011-02-02 | 浙江工业大学 | Method for preparing substituent urea and co-producing hydrochloride of corresponding amines |
| CN102702029A (en) * | 2012-04-10 | 2012-10-03 | 重庆长风化学工业有限公司 | Preparation process for tetrabutyl urea |
| CN103193680A (en) * | 2013-04-03 | 2013-07-10 | 北京石油化工学院 | Preparation method of tetrabutyl urea |
| CN105837473A (en) * | 2016-04-29 | 2016-08-10 | 岳阳市中顺化工有限责任公司 | Preparing process of tetrabutyl urea |
| CN106380426A (en) * | 2016-08-18 | 2017-02-08 | 黎明化工研究设计院有限责任公司 | Method for preparation of 1, 1, 3, 3-tetrabutylurea by aqueous phase process |
| CN106478461A (en) * | 2016-08-18 | 2017-03-08 | 黎明化工研究设计院有限责任公司 | A kind of method that Ethanol Method prepares tetrabutyl urea |
| CN106831493A (en) * | 2017-02-08 | 2017-06-13 | 湖南国发精细化工科技有限公司 | The synthetic method of tetrabutyl urea |
| CN108329238A (en) * | 2018-02-05 | 2018-07-27 | 黎明化工研究设计院有限责任公司 | A kind of method that Aqueous phase prepares tetrabutyl urea |
| CN108727226A (en) * | 2018-06-01 | 2018-11-02 | 黎明化工研究设计院有限责任公司 | The minimizing technology of dibutyl amine in a kind of tetrabutyl urea |
| CN114478323A (en) * | 2021-12-21 | 2022-05-13 | 青岛科技大学 | Method and system for continuously preparing tetrabutyl urea by using phosgene |
-
2002
- 2002-06-06 CN CN 02112082 patent/CN1394852A/en active Pending
Cited By (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101333176B (en) * | 2008-05-30 | 2011-02-02 | 浙江工业大学 | Method for preparing substituent urea and co-producing hydrochloride of corresponding amines |
| CN102702029A (en) * | 2012-04-10 | 2012-10-03 | 重庆长风化学工业有限公司 | Preparation process for tetrabutyl urea |
| CN103193680A (en) * | 2013-04-03 | 2013-07-10 | 北京石油化工学院 | Preparation method of tetrabutyl urea |
| CN105837473A (en) * | 2016-04-29 | 2016-08-10 | 岳阳市中顺化工有限责任公司 | Preparing process of tetrabutyl urea |
| CN106478461B (en) * | 2016-08-18 | 2018-03-09 | 黎明化工研究设计院有限责任公司 | A kind of method that Ethanol Method prepares tetrabutyl urea |
| CN106380426A (en) * | 2016-08-18 | 2017-02-08 | 黎明化工研究设计院有限责任公司 | Method for preparation of 1, 1, 3, 3-tetrabutylurea by aqueous phase process |
| CN106478461A (en) * | 2016-08-18 | 2017-03-08 | 黎明化工研究设计院有限责任公司 | A kind of method that Ethanol Method prepares tetrabutyl urea |
| CN106380426B (en) * | 2016-08-18 | 2018-03-09 | 黎明化工研究设计院有限责任公司 | A kind of method that Aqueous phase prepares tetrabutyl urea |
| CN106831493A (en) * | 2017-02-08 | 2017-06-13 | 湖南国发精细化工科技有限公司 | The synthetic method of tetrabutyl urea |
| CN108329238A (en) * | 2018-02-05 | 2018-07-27 | 黎明化工研究设计院有限责任公司 | A kind of method that Aqueous phase prepares tetrabutyl urea |
| CN108329238B (en) * | 2018-02-05 | 2020-10-16 | 黎明化工研究设计院有限责任公司 | Method for preparing tetrabutyl urea by aqueous phase method |
| CN108727226A (en) * | 2018-06-01 | 2018-11-02 | 黎明化工研究设计院有限责任公司 | The minimizing technology of dibutyl amine in a kind of tetrabutyl urea |
| CN114478323A (en) * | 2021-12-21 | 2022-05-13 | 青岛科技大学 | Method and system for continuously preparing tetrabutyl urea by using phosgene |
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