Method for synthesizing 1,2-propane diamine

Abstract

The invention relates to a synthetic method for 1, 2-propylene diamine which is produced by taking isopropyl alcohol as raw material and filling catalyst for pressurizing and heating reaction under hydrogen condition. The method comprises the steps as follows: firstly, isopropyl alcohol and catalyst are filled inside a reaction device; secondly, hydrogen is used for replacing the air inside the reaction device; thirdly, hydrogen and ammonia are continuously filled in for reaction under the temperature of 150 to 240 DEG C and the pressure of 10MPa to 13MPa, water is distilled through normal pressure after finishing the reaction, and then 1, 2-propylene diamine is obtained through vacuum distillation. The invention has the advantages that: (1) the technique process is clean with high product purity; (2) the cheap isopropyl alcohol is adopted as the raw material, thereby decreasing the cost; (3) the whole compound process can be operated continuously, thereby increasing the use rate of the device, satisfying the industrial demand and further decreasing the production cost; (4) the invention can apply the catalyst mechanically.

Description

technical field

[0001] The present invention relates to a kind of synthetic method of 1,2-propanediamine. Background technique

[0002] As an important fine organic chemical intermediate, propylenediamine has a wide range of industrial applications and a large demand. Widely used in medical fuel and organic synthesis. Propylenediamine is a lower aliphatic amine with two isomers, 1,2-propylenediamine and 1,3-propylenediamine. Propylenediamine is a polar compound like other fatty acids and can form hydrogen bonds. There are unshared electron pairs on the nitrogen atom. Because the unshared electron pairs are nucleophilic, they are easy to react with some electrophilic compounds. If it is an organic base, it can react with inorganic acids and organic acids to form corresponding inorganic salts and organic salts; react with alkylating agents such as halogenated hydrocarbons and alcohols; react with organic acids, acid chlorides, esters and acid anhydrides for acylation ; Reac...

Examples

Embodiment 1

[0020] Embodiment 1: the preparation of propylene diamine.

[0021] Add 10mol isopropanolamine and 22.5g Raney Ni catalyst into the reactor, replace the air in the reactor with hydrogen, pass a little hydrogen through 12mol anhydrous ammonia, raise the temperature to 150°C, continue to feed hydrogen to 10MPa, and keep the pressure at 10MPa, react for 10h. After the reaction was completed, the reaction solution was cooled, the water was evaporated under normal pressure, and then vacuum distillation was performed to obtain 6.8 mol of pure propylenediamine.

Embodiment 2

[0022] Embodiment 2: the preparation of propylene diamine.

[0023] Add 10mol isopropanolamine and 22.5g Pd / C catalyst into the reactor, replace the air in the reactor with hydrogen, pass a little hydrogen through 12mol anhydrous ammonia, raise the temperature to 150°C, continue to feed hydrogen to 10MPa, and keep Pressure at 10MPa, react for 10h. After the reaction was completed, the reaction liquid was cooled, the water was evaporated under normal pressure, and then vacuum distillation was performed to obtain 6.6 mol of pure propylenediamine.

Embodiment 3

[0024] Embodiment 3: the preparation of propylene diamine.

[0025] Add 10mol isopropanolamine, 22.5g Raney Ni catalyst and 0.5mol water into the reactor, replace the air in the reactor with hydrogen, pass a little hydrogen through 13mol anhydrous ammonia, raise the temperature to 180°C, and continue to feed hydrogen to 11MPa , keep the pressure at 11MPa, and react for 12h. After the reaction was completed, the reaction liquid was cooled, and the water was evaporated under normal pressure, and then vacuum distillation was performed to obtain 6.4 mol of pure propylenediamine.

technical field

[0001] The present invention relates to a kind of synthetic method of 1,2-propanediamine. Background technique

[0002] As an important fine organic chemical intermediate, propylenediamine has a wide range of industrial applications and a large demand. Widely used in medical fuel and organic synthesis. Propylenediamine is a lower aliphatic amine with two isomers, 1,2-propylenediamine and 1,3-propylenediamine. Propylenediamine is a polar compound like other fatty acids and can form hydrogen bonds. There are unshared electron pairs on the nitrogen atom. Because the unshared electron pairs are nucleophilic, they are easy to react with some electrophilic compounds. If it is an organic base, it can react with inorganic acids and organic acids to form corresponding inorganic salts and organic salts; react with alkylating agents such as halogenated hydrocarbons and alcohols; react with organic acids, acid chlorides, esters and acid anhydrides for acylation ; Reac...

Examples

Embodiment 1

[0020] Embodiment 1: the preparation of propylene diamine.

[0021] Add 10mol isopropanolamine and 22.5g Raney Ni catalyst into the reactor, replace the air in the reactor with hydrogen, pass a little hydrogen through 12mol anhydrous ammonia, raise the temperature to 150°C, continue to feed hydrogen to 10MPa, and keep the pressure at 10MPa, react for 10h. After the reaction was completed, the reaction solution was cooled, the water was evaporated under normal pressure, and then vacuum distillation was performed to obtain 6.8 mol of pure propylenediamine.

Embodiment 2

[0022] Embodiment 2: the preparation of propylene diamine.

[0023] Add 10mol isopropanolamine and 22.5g Pd / C catalyst into the reactor, replace the air in the reactor with hydrogen, pass a little hydrogen through 12mol anhydrous ammonia, raise the temperature to 150°C, continue to feed hydrogen to 10MPa, and keep Pressure at 10MPa, react for 10h. After the reaction was completed, the reaction liquid was cooled, the water was evaporated under normal pressure, and then vacuum distillation was performed to obtain 6.6 mol of pure propylenediamine.

Embodiment 3

[0024] Embodiment 3: the preparation of propylene diamine.

[0025] Add 10mol isopropanolamine, 22.5g Raney Ni catalyst and 0.5mol water into the reactor, replace the air in the reactor with hydrogen, pass a little hydrogen through 13mol anhydrous ammonia, raise the temperature to 180°C, and continue to feed hydrogen to 11MPa , keep the pressure at 11MPa, and react for 12h. After the reaction was completed, the reaction liquid was cooled, and the water was evaporated under normal pressure, and then vacuum distillation was performed to obtain 6.4 mol of pure propylenediamine.

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