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Method of preparing hydroxyl acetonitrile in industrial scale from acrylonitrile apparatus by-product formonitrile

An industrial-scale technology of hydroxyacetonitrile, which is applied in the field of comprehensive utilization of hydrocyanic acid by-product of acrylonitrile plant, can solve the problems of no hydroxyacetonitrile, the speed of dripping hydrocyanic acid, and the limitation of reaction speed, etc., and achieve no discharge of three wastes , low production cost and simple process

Inactive Publication Date: 2009-03-11
YINGKOU YINGXIN CHEM TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The prior art uses hydrocyanic acid and formaldehyde as raw materials to prepare hydroxyacetonitrile through the methylolation method. Generally, 0.2% to 0.5% of alkali metal hydroxide is used as a catalyst, and the feed reaction is carried out in a dropwise manner. The alkali catalyst The amount, the speed of dripping hydrocyanic acid, and the reaction speed are all strictly limited
[0005] So far, there has been no report on industrial-scale preparation of hydroxyacetonitrile by using hydrocyanic acid as a by-product of acrylonitrile plant

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] Proportion: hydrogen cyanide: formaldehyde: sodium sulfite = 1: 1.0: 0.015

[0024] Raw materials; formaldehyde (GB9009-1998) produced in Shandong, content ≥ 37.0%, acidity (calculated as formic acid) ≤ 0.04%;

[0025] Hydrocyanic acid is a by-product of the acrylonitrile plant, and the content used this time is 99.5%;

[0026] Catalyst, local production, industrial specification.

[0027] Dosage:

[0028] Formaldehyde 1783.06kg (content 37.2%, converted to pure 663.30kg, equivalent to 22.11kmol)

[0029] Hydrocyanic acid 600kg (content 99.5%, pure 597kg, equivalent to 22.11kmol)

[0030] Sodium sulfite 42.21kg, (content 99%, pure 41.79kg, equivalent to 0.33kmol)

[0031] Operation: Add formaldehyde to the reaction tank first, add the catalyst sodium sulfite under stirring, control the temperature in the tank with interlayer freezing and cooling water to 10°C, start adding hydrocyanic acid dropwise, and control the temperature at 10-15°...

Embodiment 2

[0035] Proportion: hydrogen cyanide: formaldehyde: sodium bisulfite = 1: 1.5: 0.001

[0036] Dosage: 2425.88kg of formaldehyde (37.1% content, equivalent to 900kg pure, equivalent to 30.00kmol)

[0037] Hydrocyanic acid 542.71kg (content 99.5%, pure 540kg, equivalent to 20.00kmol)

[0038] Sodium bisulfite 2.10kg, (content 99%, pure 2.08kg, equivalent to 0.02kmol)

[0039] Operation: Stir formaldehyde and sodium bisulfite, add hydrocyanic acid at 10-20°C, and react for 4 hours at 30-40°C. After the reaction is complete, adjust the pH to 3 with industrial hydrochloric acid to obtain a total of 2845.5kg of product solution. The content of hydroxyacetonitrile measured by the complexation cyanide method is 40.0% or pure 1138.2kg, which is equivalent to 19.97kmol, the yield is 99.85%, and the pH is 3. All the other are with embodiment 1.

Embodiment 3

[0041] Proportion: hydrogen cyanide: formaldehyde: ammonium bisulfite = 1: 1.2: 0.005

[0042] Dosage: Formaldehyde 1920kg (content 37.5%, equivalent to 720kg pure, equivalent to 24.00kmol)

[0043] Hydrocyanic acid 542.71kg (content 99.5%, converted to pure 540kg, equivalent to 20.00kmol)

[0044] Ammonium bisulfite 10.05kg, (content 98.5%, pure 9.9kg, equivalent to 0.1kmol)

[0045] Operation: Stir formaldehyde and sodium bisulfite, add hydrocyanic acid at 0-10°C, and react for 6 hours at 0-15°C. After the reaction is complete, adjust the pH to 4.5 with industrial nitric acid, and obtain a total of 2444.75kg of product solution. The content of hydroxyacetonitrile measured by the complexation cyanide method is 46.57% or 1138.52kg pure, equivalent to 19.974kmol, the yield is 99.87%, and the pH is 4.5. All the other are with embodiment 1.

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Abstract

This invention involves an industrial scale preparation method for hydroxyacetonitrile by using acrylonitrile production byproduct hydrocyanic acid through a synthesis reaction with acetonitrile at the presence of catalyst. The method is characterized by (1) taking acrylonitrile production byproduct hydrocyanic acid as the raw material with content of 95% or above, (2) controlling a molar ratio of hydrocyanic acid : formaldehyde : catalyst at 1 : 1.0~1.5 : 0.001~ 0.015, (3) adding catalyst in formaldehyde while stirring, adding hydrocyanic acid at 0-20DEG C, and reacting at 0~40DEG C for 1~6 h, and (4) adjusting pH of 6 or below with inorganic acid to obtain hydroxyacetonitrile. The invention has the advantages of low cost, product content of 50% or above, simplified aftertreatment, no wastes discharge, and product with formaldehyde and hydrocyanic acid content less than 0.05%. Hydroxyacetonitrile can be used as the intermediates of glycin, malononitrile, and indigo dye to solve transport inconvenience of hydrocyanic acid and geographical limitation of production.

Description

technical field [0001] The invention belongs to the comprehensive utilization of hydrocyanic acid by-product of an acrylonitrile plant, in particular to a method for preparing hydroxyacetonitrile on an industrial scale by utilizing hydrocyanic acid by-product of an acrylonitrile plant. Background technique [0002] Hydroxyacetonitrile (2-Hydroxyacetonitrile) is also known as glycolonitrile (Glycolonitrile; glycolic nitrile); or cyanomethanol (Cyanmethanol); molecular formula HOCH 2 CN, relative molecular weight 57.05. [0003] As a fine chemical product, hydroxyacetonitrile is widely used in medicine, electroplating, mineral processing, surfactant and other industries, and can be used as an intermediate in the production of glycine, malononitrile, and indigo dyes. After ammoniation, it can also be used as an effective acaricide. [0004] The prior art uses hydrocyanic acid and formaldehyde as raw materials to prepare hydroxyacetonitrile through the methylolation method. Ge...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C253/08C07C255/12
Inventor 高庆昌
Owner YINGKOU YINGXIN CHEM TECH CO LTD