CN102557961A

CN102557961A - Process for producing 1,2-propanediamine

Info

Publication number: CN102557961A
Application number: CN2011104497433A
Authority: CN
Inventors: 周甦; 张晔; 徐峰
Original assignee: Nantong Tendenci Chemical Co Ltd
Current assignee: Nantong Tendenci Chemical Co Ltd
Priority date: 2011-12-29
Filing date: 2011-12-29
Publication date: 2012-07-11
Anticipated expiration: 2031-12-29
Also published as: CN102557961B

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

1, the production technique of 2-tn

Technical field

The invention belongs to chemical field, specifically is a kind of 1, the production technique of 2-tn.

Background technology

1, the 2-tn is a colourless liquid, is used 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, and the production technique of 2-tn specifically is the 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-tn is characterized in that: adopt Yi Bingchunan, ammonia at hydrogenation with add prepared in reaction 1 under the condition of catalyzer, 2-tn; Temperature of reaction: 150-155 ℃, reaction pressure: 8-12MPa, reaction times: 4-5 hour.

Further, said Yi Bingchunan: the molar ratio of ammonia: 1:1.2-1.3.

Further, said catalyzer contains NiO10%, CoO10%, CuO5% (weight percent) mixture, is stated from the Al2O3.

Further, said catalyst consumption is the 2-3% of Yi Bingchunan weight.

The invention has the advantages that:

1, the use of new catalyst impels product 1, and 2-tn yield is greater than 80%; Can be divided into three-step reaction by alcohol and ammonia and hydrogen through the reaction mechanism that the hydrogen aminating reaction prepares amine: alcohol dehydrogenase generates aldehydes or ketones, and aldehydes or ketones and ammonia react generate imines, and hydrogenation of imines obtains amine.In GB645736 and CN101157617, all select for use Raney Ni as catalyzer, product 1,2-tn yield is low, and we select for use catalyzer to contain Ni, Co, Cu active ingredient, have reduced side reaction, have improved product yield.

2, do not have the three wastes basically and produce or be easy to processing; 1, the 2-tn also can be from 1, and the ammonification of 2-propylene dichloride is synthetic, and aftertreatment is with in the alkali and 1, and 2-tn 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 from Yi Bingchunan preparation 1, the 2-tn can not produce brine waste, and product yield is also high, and product rectifying residual night is organic compounds containing nitrogen (as 2, the 5-lupetazin), also can reclaim through handling.

3, Technology is advanced.This technology is one and cleans production technique, product yield, content height, and raw materials cost is low, and catalyzer can recycled.In a cover autoclave pressure, just can accomplish building-up reactions, obtain product through rectifying tower rectifying then, reduce facility investment, simplify production technique.

Embodiment

Embodiment 1:

With 450 gram Yi Bingchunans (6mol), 9 grams contain NiO10%, CoO10%, CuO5% (weight percent) and are stated from catalyzer on the Al2O3 and join 1 and boost in the power reaction kettle, with nitrogen replacement pressure reaction still air three times, add 132.6 then and restrain ammonia (7.8mol); Be heated to 150-155 ℃ under stirring, feed hydrogen then to 10MPa, and keep-up pressure at 10MPa with hydrogen; React after 5 hours, reaction finishes, and cooling reaction liquid is to room temperature; Emptying, drive hydrogen in the pressure reaction still away with nitrogen, filtering reacting liquid reclaims catalyzer, and filtrating is reclaimed 375 grams 1 through normal pressure rectifying; The 2-tn, content 99.5%, yield 84.5%.

Embodiment 2:

With 450 gram Yi Bingchunans (6mol), 12 grams contain NiO10%, CoO10%, CuO5% (weight percent) and are stated from catalyzer on the Al2O3 and join 1 and boost in the power reaction kettle, with nitrogen replacement pressure reaction still air three times, add 122.4 then and restrain ammonia (7.2mol); Be heated to 150-155 ℃ under stirring, feed hydrogen then to 8MPa, and keep-up pressure at 8MPa with hydrogen; React after 4 hours, reaction finishes, and cooling reaction liquid is to room temperature; Emptying, drive hydrogen in the pressure reaction still away with nitrogen, filtering reacting liquid reclaims catalyzer, and filtrating is reclaimed 370 grams 1 through normal pressure rectifying; The 2-tn, content 99.6%, yield 83.3%.

Embodiment 3:

With 450 gram Yi Bingchunans (6mol), 12 grams contain NiO10%, CoO10%, CuO5% (weight percent) and are stated from catalyzer on the Al2O3 and join 1 and boost in the power reaction kettle, with nitrogen replacement pressure reaction still air three times, add 132.6 then and restrain ammonia (7.8mol); Be heated to 150-155 ℃ under stirring, feed hydrogen then to 12MPa, and keep-up pressure at 12MPa with hydrogen; React after 4 hours, reaction finishes, and cooling reaction liquid is to room temperature; Emptying, drive hydrogen in the pressure reaction still away with nitrogen, filtering reacting liquid reclaims catalyzer, and filtrating is reclaimed 385 grams 1 through normal pressure rectifying; The 2-tn, content 99.4%, yield 86.7%.

Embodiment 4-6:

The catalyst recovery that embodiment 3 reclaims is applied mechanically, and working method is with embodiment 3, and experimental result sees the following form:

is visible by last table; Catalyzer is under reusable state; Also can keep good performance, accomplish the end in view.

Claims

1. one kind 1, the 2-tn is characterized in that: adopt Yi Bingchunan, ammonia at hydrogenation with add prepared in reaction 1 under the condition of catalyzer, 2-tn; Step is following: Yi Bingchunan, catalyzer are joined 1 boost in the power reaction kettle, with nitrogen replacement pressure reaction still air three times, add ammonia then, be heated to 150-155 ℃ under stirring; Feed hydrogen to 8-12MPa, and keep this pressure, react after 4-5 hour with hydrogen; Finish reaction, get 1,2-tn finished product.

2. according to claim 1 a kind of 1, the 2-tn is characterized in that: said catalyst weight per-cent is NiO10%, CoO10%, CuO5% mixture, is stated from the Al2O3.

3. according to claim 1 a kind of 1, the 2-tn is characterized in that: said Yi Bingchunan: the molar ratio of ammonia: 1:1.2-1.3.

4. according to claim 1 a kind of 1, the 2-tn is characterized in that: said catalyst consumption is the 2-3% of Yi Bingchunan weight.