CN102702029A - Preparation process for tetrabutyl urea - Google Patents
Preparation process for tetrabutyl urea Download PDFInfo
- Publication number
- CN102702029A CN102702029A CN2012101032301A CN201210103230A CN102702029A CN 102702029 A CN102702029 A CN 102702029A CN 2012101032301 A CN2012101032301 A CN 2012101032301A CN 201210103230 A CN201210103230 A CN 201210103230A CN 102702029 A CN102702029 A CN 102702029A
- Authority
- CN
- China
- Prior art keywords
- tetrabutyl urea
- tetrabutyl
- preparation technology
- bullion
- carbonyl chloride
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention provides a preparation process for synthesizing tetrabutyl urea by using di-n-butylamine and carbonyl chloride as major materials in an alkaline organic solvent by means of phosgenation synthesis, wherein the process comprises the following steps: (1) adding di-n-butylamine, carbonyl chloride and organic solvent to a reactor in certain proportion; (2) adjusting the temperature of acylation reaction and controlling the reaction time to obtain crude tetrabutyl urea; (3) standing, separating, distilling and purifying the crude tetrabutyl urea to obtain a final product of tetrabutyl urea. The preparation method provided by the invention is simple in procedure, the raw materials are cheap and easily available, the product is good in quality, the reaction yield is over 90%, and the purity is more than 99%.
Description
Technical field
The present invention relates to organic chemistry filed, be specifically related to a kind of preparation technology of organic cpds tetrabutyl urea.
Background technology
Tetrabutyl urea (C
17H
36N
20), be the wider organic synthesis intermediate of purposes, also can be used as vitochemical solvent, extraction agent and catalyzer, particularly be used as the solvent of ydrogen peroxide 50 production process in a large number.The method of synthetic tetrabutyl urea is divided into phosgenation and non-phosgene substantially.Phosgenation comprises single phosgenation, trichloromethylchloroformate method, TRIPHOSGENE 99.5 method etc.; Trichloromethylchloroformate method, TRIPHOSGENE 99.5 method need to use solvent in the process of preparation tetrabutyl urea, though single phosgenation inapplicable solvent when reaction in subsequent disposal, needs to use benzene or methylbenzene extraction, according to relevant report, product yield has only 80%-85%; Non-phosgene comprises carbon monoxide method, carbon dioxide process, Acetanilide method etc.; The carbon monoxide method need be used auxiliary reagents such as oxygen or potassiumiodide, reaction under pressurized conditions, and yield is low, and by product is many, uses the dibutylamino lithium then to be difficult to industrialization with Di-n-Butyl Amine and reaction of carbon monoxide; Acetanilide method and Di-n-Butyl Amine reaction, though toxicity is little, product is the tetrabutyl urea and the by product of equivalent.At present, the domestic enterprise that does not have the production tetrabutyl urea basically, the demand in market is mostly leaned on external import.
Summary of the invention
The present invention provides a kind of preparation technology who uses the synthetic tetrabutyl urea of phosgenation.
Technical scheme of the present invention: a kind of preparation technology of tetrabutyl urea is that major ingredient is synthetic in alkali organic solvent with Di-n-Butyl Amine and carbonyl chloride, and its process step is following:
(1), in reaction vessel, adds Di-n-Butyl Amine, carbonyl chloride and organic solvent by proportioning;
(2), regulate the acylation reaction temperature, the control acylation reaction time, make the tetrabutyl urea bullion;
(3), the tetrabutyl urea bullion is through leaving standstill, separate, distill, purify, and makes the tetrabutyl urea finished product.
Said organic solvent is 20% sodium hydroxide solution.
Di-n-Butyl Amine and carbonyl chloride, sodium hydroxide mol ratio are 2: 1: 2 in the step (1).
Di-n-Butyl Amine and carbonyl chloride, sodium hydroxide mol ratio are 2: 1.05: 2.1 in the step (1).
The acylation reaction temperature is 60-90 ℃ in the step (2), 5-8 hour acylation reaction time.
Tetrabutyl urea bullion time of repose is 30 minutes in the step (3).
In the step (3) through leaving standstill, vacuum tightness-0.092--0.096MPa during the distillation of isolating tetrabutyl urea bullion, 200-220 ℃ of still temperature.
Product of the present invention detects data such as following table:
Technique effect of the present invention: the preparation technology of tetrabutyl urea of the present invention, its raw material is cheap and easy to get, simple operating steps, good product quality, reaction yield reach more than 90%, and purity reaches more than 99%.
Embodiment
Embodiment 1
(1), the sodium hydroxide solution that in reaction vessel, added Di-n-Butyl Amine, carbonyl chloride and 20% in 2: 1: 2 in molar ratio;
(2), 60 ℃ of acylation reaction temperature, 5 hours acylation reaction time, make the tetrabutyl urea bullion;
(3), the tetrabutyl urea bullion is through leaving standstill 30 minutes, divides sub-cloud mother liquor water, the tetrabutyl urea bullion that branch is gone distills down for 200 ℃ in vacuum tightness-0.092MPa, still temperature and obtains the tetrabutyl urea finished product.
Embodiment 2
(1), the sodium hydroxide solution that in reaction vessel, added Di-n-Butyl Amine, carbonyl chloride and 20% in 2: 1.05: 2.1 in molar ratio;
(2), 70 ℃ of acylation reaction temperature, 6 hours acylation reaction time, make the tetrabutyl urea bullion;
(3), the tetrabutyl urea bullion is through leaving standstill 30 minutes, divides sub-cloud mother liquor water, the tetrabutyl urea bullion that branch is gone distills down for 210 ℃ in vacuum tightness-0.094MPa, still temperature and obtains the tetrabutyl urea finished product.
Embodiment 3
(1), the sodium hydroxide solution that in reaction vessel, added Di-n-Butyl Amine, carbonyl chloride and 20% in 2: 1.05: 2.1 in molar ratio;
(2), 80 ℃ of acylation reaction temperature, 8 hours acylation reaction time, make the tetrabutyl urea bullion;
(3), the tetrabutyl urea bullion is through leaving standstill 30 minutes, divides sub-cloud mother liquor water, the tetrabutyl urea bullion that branch is gone distills down for 220 ℃ in vacuum tightness-0.096MPa, still temperature and obtains the tetrabutyl urea finished product.
The detected result of three embodiment such as following table:
Claims (7)
1. the preparation technology of a tetrabutyl urea is characterized in that: with Di-n-Butyl Amine and carbonyl chloride is that major ingredient is synthetic in alkali organic solvent, and its process step is following:
(1), in reaction vessel, adds Di-n-Butyl Amine, carbonyl chloride and organic solvent by proportioning;
(2), regulate the acylation reaction temperature, the control acylation reaction time, make the tetrabutyl urea bullion;
(3), the tetrabutyl urea bullion is through leaving standstill, separate, distill, purify, and makes the tetrabutyl urea finished product.
2. the preparation technology of tetrabutyl urea according to claim 1, it is characterized in that: said organic solvent is 20% sodium hydroxide solution.
3. the preparation technology of tetrabutyl urea according to claim 2 is characterized in that: middle Di-n-Butyl Amine of step (1) and carbonyl chloride, sodium hydroxide mol ratio 2: 1: 2.
4. the preparation technology of tetrabutyl urea according to claim 2 is characterized in that: middle Di-n-Butyl Amine of step (1) and carbonyl chloride, sodium hydroxide mol ratio 2: 1.05: 2.1.
5. according to the preparation technology of claim 3 or 4 described tetrabutyl ureas, it is characterized in that: the acylation reaction temperature is 60-90 ℃ in the step (2), 5-8 hour acylation reaction time.
6. the preparation technology of tetrabutyl urea according to claim 5 is characterized in that: tetrabutyl urea bullion time of repose is 30 minutes in the step (3).
7. the preparation technology of tetrabutyl urea according to claim 5 is characterized in that: in the step (3) through leaving standstill, vacuum tightness-0.092-0.096MPa during the distillation of isolating tetrabutyl urea bullion, 200-220 ℃ of still temperature.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2012101032301A CN102702029A (en) | 2012-04-10 | 2012-04-10 | Preparation process for tetrabutyl urea |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2012101032301A CN102702029A (en) | 2012-04-10 | 2012-04-10 | Preparation process for tetrabutyl urea |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN102702029A true CN102702029A (en) | 2012-10-03 |
Family
ID=46895150
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2012101032301A Pending CN102702029A (en) | 2012-04-10 | 2012-04-10 | Preparation process for tetrabutyl urea |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN102702029A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 |
| 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 |
| 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 |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2704245A (en) * | 1953-10-13 | 1955-03-15 | Du Pont | Pesticidal tetra-substituted ureas |
| DE1793125A1 (en) * | 1968-08-06 | 1972-01-05 | Bayer Ag | Tetra-substituted ureas containing isocyanate groups |
| JPS5612359A (en) * | 1979-07-10 | 1981-02-06 | Mitsui Petrochem Ind Ltd | Preparation of tetra-substituted urea derivative |
| CN1394852A (en) * | 2002-06-06 | 2003-02-05 | 中外合资湖州吉昌化学有限公司 | Preparation method of tetrabutyl urea |
| EP1521739B1 (en) * | 2002-07-10 | 2010-09-29 | Basf Se | Method for the continuous production of tetra-substituted ureas |
-
2012
- 2012-04-10 CN CN2012101032301A patent/CN102702029A/en active Pending
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2704245A (en) * | 1953-10-13 | 1955-03-15 | Du Pont | Pesticidal tetra-substituted ureas |
| DE1793125A1 (en) * | 1968-08-06 | 1972-01-05 | Bayer Ag | Tetra-substituted ureas containing isocyanate groups |
| JPS5612359A (en) * | 1979-07-10 | 1981-02-06 | Mitsui Petrochem Ind Ltd | Preparation of tetra-substituted urea derivative |
| CN1394852A (en) * | 2002-06-06 | 2003-02-05 | 中外合资湖州吉昌化学有限公司 | Preparation method of tetrabutyl urea |
| EP1521739B1 (en) * | 2002-07-10 | 2010-09-29 | Basf Se | Method for the continuous production of tetra-substituted ureas |
Non-Patent Citations (3)
| Title |
|---|
| 于剑昆等: "四丁基脲的合成及其在蒽醌法过氧化氢生产中的应用", 《化学推进剂与高分子材料》 * |
| 崔丽勤等: "四丁基脲的合成方法", 《精细化工中间体》 * |
| 穆慧敏等: "光气为酰化剂水中一锅法合成四正丁基脲", 《天津化工》 * |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 |
| 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 |
| 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 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US9434665B2 (en) | Ruthenium complex and method for preparing methanol and diol | |
| CN102702029A (en) | Preparation process for tetrabutyl urea | |
| WO2012065879A1 (en) | Process for the preparation of 2-oxo-[1,3] dioxolane-4-carboxylic acid esters | |
| CN101619034B (en) | Diselenide compound synthesis method | |
| CN102531888B (en) | Chemical synthesis method of 3,4,5-trimethoxy benzoyl chloride | |
| CN102060837B (en) | Preparation method of cyclic carbonic ester | |
| CN105461516B (en) | A kind of synthesis technique of L menthols | |
| CN107868022A (en) | The preparation technology of tetrabutyl urea | |
| CN102190574A (en) | Method for preparing 2-chloropropionyl chloride with high optical activity | |
| CN103408427A (en) | 9-fluorenylmethyl chloroformate preparation method | |
| CN114085158B (en) | Synthesis method of 4,4' -diaminodiphenyl ether | |
| CN101693676B (en) | Method for separating and purifying crude product phenyl carbamate | |
| CN101468981A (en) | Preparation technique of lactide | |
| US20160368843A1 (en) | Process for the preparation of 3-heptanol from a mixture containing 2-ehthylhexanal and 3-heptyl formate | |
| CN106699607A (en) | Preparation technology of tetrabutyl urea | |
| CN109678651B (en) | Preparation method of high-purity alpha, alpha-dichloroethyl cyclopropane | |
| JPWO2013150989A1 (en) | Method for separating, purifying, and producing diol and dibutyl carbonate | |
| CN107382885B (en) | Preparation method of 1H-1,2, 3-triazole | |
| CN108203400A (en) | The preparation process of tetrabutyl urea | |
| US20120123136A1 (en) | Process for the preparation of 2-oxo-[1,3] dioxolane-4-carboxylic acid esters | |
| CN115010694B (en) | Fluoroethylene carbonate and preparation method thereof | |
| EP2468702B1 (en) | Method for producing aryl, heteroaryl, or alkenyl-substituted unsaturated hydrocarbon | |
| CN1951914A (en) | Process for synthesis of symmetrical aryl urea compound | |
| CN104356156B (en) | A kind of preparation method of four-membered ring taxane side chain compound | |
| RU2013120984A (en) | METHOD FOR REFINING RAW PROPYLENE OXIDE AND METHOD FOR PRODUCING PROPYLENE OXIDE |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C12 | Rejection of a patent application after its publication | ||
| RJ01 | Rejection of invention patent application after publication |
Application publication date: 20121003 |