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ChemicalBook CAS DataBase List Acrylamide
79-06-1

Acrylamide synthesis

10synthesis methods
The principal synthetic route to making acrylamide involves the hydration of acrylonitrile (ACRN). In this process an aqueous ACRN solution reacts over a copper-oxide-chromium oxide catalyst at approximately 100°C. Several other catalyst systems have been used, and most of them contain copper - in some form. The reaction step is followed by purification and concentration to a 50% solution in a vacuum evaporator. The yield of acrylamide from ACRN is 98%. The purification and concentration steps are costly and also involve the recycle of ACRN back to the reaction step. In the early part of the new century, a catalytic distillation process has been developed that converts almost 100% of the ACRN to acrylamide and allows concentration to occur in the same column where acrylamide is made. Therefore this process is less costly.
Nitto Chemical (now Dia-Nitrix) introduced a biosynthetic route from ACRN to acrylamide in Japan in 1985. This process uses an immobilized nitrile hydratase biocatalyst that converts the ACRN solution to acrylamide with a yield of 99.5%. This high yield allows a concentrated acrylamide solution to be made without the need for ACRN recycle or solution concentration. This process therefore has lower energy costs.
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Yield:79-06-1 100%

Reaction Conditions:

with water;copper chromite, reduced, supported in stainless steel wire socks at 64 - 96; under 637.564 Torr;Heating / reflux;

Steps:

1 EXAMPLE 1

Pellets of a copper-chromite catalyst in its reduced form (650g), supported in stainless steel wire socks (22 in number), were packed in a 5 m section of a catalytic distillation column 12 having dimensions of 10m height x 25mm diameter. The top one meter of the column (zone 16) and the bottom 4 meters (zone 18) were filled with Raschig rings. Demineralized water was introduced into the reboiler 24 to 30% of its capacity. Under a nitrogen atmosphere, the water was boiled up into the column under atmospheric pressure (85kPa) until a reflux was reached (96°C). Acrylonitrile containing 35ppm methylated hydroquinone (MeHQ) was introduced at a feed point(flow line 22) just below the catalyst bed at a rate of 30g/hour and water fed (flow line 20) above the catalyst zone at a rate of 84g/hour. After the introduction of acrylonitrile, the temperature inside the catalyst bed dropped to the boiling point of the acrylonitrile-water azeotrope (64°C). The product solution containing 35% by weight acrylamide (100% conversion and 100% selectivity) was removed from the reboiler along the flow line 34, at a rate of 114g/hour.

References:

EP1124789,2004,B1 Location in patent:Page 3

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