CN102557961B - Process for producing 1,2-propanediamine - Google Patents
Process for producing 1,2-propanediamine Download PDFInfo
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- CN102557961B CN102557961B CN201110449743.3A CN201110449743A CN102557961B CN 102557961 B CN102557961 B CN 102557961B CN 201110449743 A CN201110449743 A CN 201110449743A CN 102557961 B CN102557961 B CN 102557961B
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Abstract
The invention discloses 1,2-propanediamine which is prepared from isopropanol amine and ammonia under the conditions of hydrogenation and catalysis of a catalyst. The process for producing 1,2-propanediamine comprises the following steps: adding a certain amount of isopropanol amine and catalyst into a 1-liter pressure reactor, replacing the air in the pressure reactor by nitrogen for three times, adding ammonia, stirring and heating, introducing hydrogen until the pressure is 8-12MPa, maintaining the pressure by using hydrogen, and subjecting the materials to reaction for 4-5 hours to obtain the 1,2-propanediamine after the reaction finishes. The process is a clean process for producing 1,2-propanediamine, the product has high yield and content, the raw materials have low cost and the catalyst can be reused. The synthetic reaction can be finished in one set of pressure reactor, and a rectifying tower is used for rectifying to obtain the product, thus the investment in equipment is reduced, and the process for producing the 1,2-propanediamine is simplified.
Description
Technical field
The invention belongs to chemical field, specifically a kind of 1, the production technique of 2-propylene diamine.
Background technology
1,2-propylene diamine is colourless liquid, for organic synthesis, agricultural chemicals, medicine and synthetic dyestuff, and as cellosolve, thiofide etc.
Summary of the invention
It is a kind of 1 that main task of the present invention is to provide, the production technique of 2-propylene diamine, the specifically production technique of a kind of environmental protection, process stabilizing.
In order to solve above technical problem, of the present invention a kind of 1, the production technique of 2-propylene diamine, is characterized in that: adopt α-amino isopropyl alcohol, ammonia at hydrogenation and add reaction preparation 1,2-propylene diamine under the condition of catalyzer; Temperature of reaction: 150-155 ℃, reaction pressure: 8-12MPa, reaction times: 4-5 hour.
Further, described α-amino isopropyl alcohol: the molar ratio of ammonia: 1:1.2-1.3.
Further, described catalyzer is containing NiO10%, CoO10%, CuO5%(weight percent) mixture, be loaded on Al2O3.
Further, the consumption of described catalyzer is the 2-3% of α-amino isopropyl alcohol weight.
The invention has the advantages that:
1, the use of new catalyst, impels product 1, and 2-propylene diamine yield is greater than 80%; The reaction mechanism of preparing amine by hydrogen aminating reaction by alcohol and ammonia and hydrogen can be divided into three-step reaction: alcohol dehydrogenase generates aldehydes or ketones, aldehydes or ketones and ammonia react generation imines, and hydrogenation of imines obtains amine.In GB645736 and CN101157617, all select Raney Ni as catalyzer, product 1,2-propylene diamine yield is low, and we select catalyzer to contain Ni, Co, Cu active ingredient, have reduced side reaction, have improved product yield.
2, substantially without the three wastes, produce or be easy to processing; 1,2-propylene diamine also can be synthetic from the ammonification of 1,2-propylene dichloride, and in aftertreatment use alkali, with 1,2-propylene diamine hydrochloride, produces a large amount of brine wastes, is difficult to biochemical treatment, is unfavorable for environment protection, is not one and cleans production technique.And prepare 1 from α-amino isopropyl alcohol, and 2-propylene diamine, can not produce brine waste, and product yield is also high, and product rectifying residual night is organic compounds containing nitrogen (as 2,5-lupetazin), also can reclaim by processing.
3, Technology is advanced.This technique is one and cleans production technique, and product yield, content are high, and raw materials cost is low, and catalyzer can recycled.In a cover autoclave pressure, just can complete building-up reactions, then through rectifying tower rectifying, obtain product, reduce facility investment, simplify production technique.
Embodiment
Embodiment 1:
By 450 grams of α-amino isopropyl alcohols (6mol), 9 grams containing NiO10%, CoO10%, CuO5%(weight percent) catalyzer being loaded on Al2O3 joins in 1 liter of pressure reaction still, with air in nitrogen replacement pressure reaction still three times, then add 132.6 grams of ammonia (7.8mol), under stirring, be heated to 150-155 ℃, then pass into hydrogen to 10MPa, and keep pressure at 10MPa with hydrogen, react after 5 hours, reaction finishes, cooling reaction solution is to room temperature, emptying, with nitrogen, drive hydrogen in pressure reaction still away, filtering reacting liquid reclaims catalyzer, filtrate is reclaimed 375 gram 1 through atmospheric distillation, 2-propylene diamine, content 99.5%, yield 84.5%.
Embodiment 2:
By 450 grams of α-amino isopropyl alcohols (6mol), 12 grams containing NiO10%, CoO10%, CuO5%(weight percent) catalyzer being loaded on Al2O3 joins in 1 liter of pressure reaction still, with air in nitrogen replacement pressure reaction still three times, then add 122.4 grams of ammonia (7.2mol), under stirring, be heated to 150-155 ℃, then pass into hydrogen to 8MPa, and keep pressure at 8MPa with hydrogen, react after 4 hours, reaction finishes, cooling reaction solution is to room temperature, emptying, with nitrogen, drive hydrogen in pressure reaction still away, filtering reacting liquid reclaims catalyzer, filtrate is reclaimed 370 gram 1 through atmospheric distillation, 2-propylene diamine, content 99.6%, yield 83.3%.
Embodiment 3:
By 450 grams of α-amino isopropyl alcohols (6mol), 12 grams containing containing NiO10%, CoO10%, CuO5%(weight percent) catalyzer being loaded on Al2O3 joins in 1 liter of pressure reaction still, with air in nitrogen replacement pressure reaction still three times, then add 132.6 grams of ammonia (7.8mol), under stirring, be heated to 150-155 ℃, then pass into hydrogen to 12MPa, and keep pressure at 12MPa with hydrogen, react after 4 hours, reaction finishes, cooling reaction solution is to room temperature, emptying, with nitrogen, drive hydrogen in pressure reaction still away, filtering reacting liquid reclaims catalyzer, filtrate is reclaimed 385 gram 1 through atmospheric distillation, 2-propylene diamine, content 99.4%, yield 86.7%.
Embodiment 4-6:
The catalyst recovery that embodiment 3 is reclaimed is applied mechanically, and working method is with embodiment 3, and experimental result sees the following form:
Claims (1)
- The production technique of 1.1,2-propylene diamine, is characterized in that: α-amino isopropyl alcohol, catalyzer are joined in 1 liter of pressure reaction still, and in use nitrogen replacement pressure reaction still, air is three times; Then add ammonia, the mol ratio of α-amino isopropyl alcohol and ammonia is 1:1.2-1.3, under stirring, is heated to 150-155 ℃; Pass into hydrogen and make pressure reach 8-12MPa, and keep this stress reaction 4-5 hour with hydrogen; After reaction finishes, cooling reaction solution is to room temperature, emptying, with nitrogen, drives the hydrogen in reactor away; Filtering reacting liquid reclaims catalyzer, filtrate obtains 1,2-propylene diamine finished product through atmospheric distillation; Described catalyzer is the mixture of NiO, CoO and CuO, and support of the catalyst is AlO 3, the weight percent of catalyzer is NiO10%, CoO10%, CuO5%, the consumption of catalyzer is the 2-3% of α-amino isopropyl alcohol weight.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201110449743.3A CN102557961B (en) | 2011-12-29 | 2011-12-29 | Process for producing 1,2-propanediamine |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201110449743.3A CN102557961B (en) | 2011-12-29 | 2011-12-29 | Process for producing 1,2-propanediamine |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN102557961A CN102557961A (en) | 2012-07-11 |
| CN102557961B true CN102557961B (en) | 2014-03-12 |
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| Application Number | Title | Priority Date | Filing Date |
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| CN201110449743.3A Expired - Fee Related CN102557961B (en) | 2011-12-29 | 2011-12-29 | Process for producing 1,2-propanediamine |
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Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103319350B (en) * | 2013-05-14 | 2014-10-15 | 西安近代化学研究所 | Purification method of 1,2-propylene amide |
| CN104693037B (en) * | 2013-12-06 | 2017-07-28 | 中国科学院大连化学物理研究所 | A kind of method and its device for preparing 1,2 propane diamine as raw material using isopropanolamine and liquefied ammonia |
| CN103819344B (en) * | 2013-12-18 | 2016-04-27 | 西安近代化学研究所 | A kind of synthetic method of 1,2-propylene diamine |
| US11274072B2 (en) * | 2017-11-30 | 2022-03-15 | Basf Se | Process for the continuous preparation of 1,2-propylene diamine (1,2-PDA) and dimethyldiethylene triamine (DMDETA) |
| CN110327931B (en) * | 2019-07-26 | 2020-06-09 | 山东达民化工股份有限公司 | Catalyst, preparation method thereof and production process of propyleneamine using catalyst |
| CN113105337B (en) * | 2021-04-15 | 2022-04-29 | 山东达民化工股份有限公司 | Preparation method of 1, 2-propane diamine |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB645736A (en) * | 1947-10-24 | 1950-11-08 | Carbide & Carbon Chem Corp | Improvement in preparation of propylenediamine |
| CN101157617A (en) * | 2007-10-19 | 2008-04-09 | 南京红宝丽股份有限公司 | Method for synthesizing 1,2-propane diamine |
| CN101891628B (en) * | 2010-07-19 | 2013-02-27 | 张家港市大伟助剂有限公司 | Preparation method of 1,2-propane diamine |
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Granted publication date: 20140312 Termination date: 20191229 |